Title: 10 Best Hotels in Highland Oaks, St. Petersburg - Clearwater for 2025 | Expedia.ca

  

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![Drone panorama of Sunshine Skyway Bridge over Tampa Bay at sunset](https://images.trvl-media.com/place/553248635976473692/fd67a1a9-6296-4b2b-95bc-d8d77621e7a0.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Hotels in Highland Oaks, St. Petersburg - Clearwater

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## Go beyond your typical stay in Highland Oaks

Resort

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=HOTEL_RESORT)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=APART_HOTEL)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&travelerType=family_friendly)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&amenities=SPA_ON_SITE)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&amenities=HOT_TUB)

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=CABIN)

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&amenities=OCEAN_VIEW)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&amenities=PETS)

House­boat

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=HOUSE_BOAT)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Highland+Oaks%2C+St.+Petersburg%2C+Florida%2C+United+States+of+America&regionId=553248635976473692&latLong=27.747078%2C-82.669015&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976473692&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976473692&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976473692&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976473692&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Highland Oaks hotels and places to stay

![Family Double Room, Pool View](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/48a8960b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/86a21bcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/bfdbea5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/ccbb22c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ChartHouse Clearwater Beach Marina Hotel

29.8 km from Highland Oaks

9.6/10

Exceptional

(489)

"Great location, staff friendly and helpful "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeffrey

CA $264

CA $298 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-ChartHouse-Clearwater-Beach-Marina-Hotel.h114455182.Hotel-Information)

![Suite, 1 Bedroom, Pool View | View from room](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/190a341b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/9faddfd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/29811144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Compass Hotel by Margaritaville Anna Maria Sound

27.9 km from Highland Oaks

9.4/10

Exceptional

(1833)

"Beautiful and clean property with great pool area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon

CA $240

CA $310 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/e311c0c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/d0c91a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/2d5c5016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Clearwater Beach Resort & Spa

30.2 km from Highland Oaks

8.0/10

Very good

(2282)

"Great location and amenities."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Petr

CA $252

CA $340 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/1000000/10000/6900/6873/d25c19e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/1000000/10000/6900/6873/9f01860c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/6900/6873/9f2a0af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking (Pool Side)](https://images.trvl-media.com/lodging/1000000/10000/6900/6873/3a53e2a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Clearwater/Gulf to Bay

24.2 km from Highland Oaks

7.0/10

Good

(1140)

"Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard

CA $100

CA $113 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Days-Inn-By-Wyndham-ClearwaterGulf-To-Bay.h6873.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/540000/538700/538638/8ac5cdc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/540000/538700/538638/d306566f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/540000/538700/538638/b866e2b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/540000/538700/538638/86300f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Ellenton/Bradenton

28.9 km from Highland Oaks

9.0/10

Wonderful

(1020)

"Great experience. The staff was top notch, and i will visit again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Clyde

CA $183

CA $207 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Ellenton-Hotels-Hampton-Inn-EllentonBradenton.h538638.Hotel-Information)

![Private beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16500/16488/w2877h1920x3y0-af2c5ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16500/16488/af5f31b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/1000000/20000/16500/16488/9e36d8fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/1000000/20000/16500/16488/f82f89ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dolphin Sands Clearwater Beach, an Ascend Collection Hotel

28.8 km from Highland Oaks

8.6/10

Excellent

(1065)

"Clean room ,nice staff , great pool, private beach , restaurant service , everything was perfect !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kayla

CA $201

CA $242 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Winter-The-Dolphins-Beach-Club.h16488.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/a073fa3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/7b6d46dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/9d94c675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/d1e141cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn by Wyndham Clearwater Central

25.1 km from Highland Oaks

8.8/10

Excellent

(1712)

"Great staff very friendly nice location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MATTHEW

CA $128

CA $144 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-La-Quinta-Inn-By-Wyndham-Clearwater-Central.h15577.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, Multiple Beds, Non Smoking | Living area](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/9094284d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Room, 1 King Bed (Gulf Front)](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/262b9b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/1907db38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wyndham Grand Clearwater Beach

29.8 km from Highland Oaks

9.4/10

Exceptional

(2766)

"Excellent accommodation, staff were friendly & so helpful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

maureen

CA $316

CA $413 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/210000/200900/200837/7375d456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/210000/200900/200837/597c118e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/210000/200900/200837/2bd29178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/210000/200900/200837/7590913c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Clearwater South

13.7 km from Highland Oaks

8.6/10

Excellent

(1002)

"Price for quality is good "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John

CA $130

CA $154 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Clearwater-South.h200837.Hotel-Information)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/460000/451100/451033/418b63d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/460000/451100/451033/4c929c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/460000/451100/451033/a77cec7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/460000/451100/451033/e28f1b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonesta Simply Suites Clearwater

16.5 km from Highland Oaks

8.0/10

Very good

(1007)

"For the price amazing room "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joshua

CA $99

CA $112 total

includes taxes & fees

Nov 27 - Nov 28

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sonesta-Simply-Suites-Clearwater.h451033.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/7232160d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King, Studio Suite](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/6c5c9971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/7b3ee154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/7000000/6720000/6716600/6716536/b9b3c2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Bradenton Downtown Historic District

29.4 km from Highland Oaks

9.2/10

Wonderful

(1014)

"Nice hotel"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul

CA $195

CA $220 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Suites-Bradenton-Downtown-Historic-District.h6716536.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/371277b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/235e82c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/1e256b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/e67b966e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pier House 60 Clearwater Beach Marina Hotel

29.8 km from Highland Oaks

8.8/10

Excellent

(1795)

"Wonderful staff & clean rooms!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Zoe

CA $170

CA $251 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Pier-House-60-Clearwater-Beach-Marina-Hotel.h1622046.Hotel-Information)

![Outdoor pool, open 8:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/d01b652e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/5f69c6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, body treatments, aromatherapy](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/0da4df0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/w11562h8517x0y0-c8495a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Regency Clearwater Beach Resort & Spa

29.7 km from Highland Oaks

9.2/10

Wonderful

(2038)

"Absolutely the best place to stay on Clearwater Beach. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

CA $311

CA $407 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.Hotel-Information)

![Rooftop terrace](https://images.trvl-media.com/lodging/71000000/70260000/70257900/70257835/w3995h2667x0y0-eca48e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/71000000/70260000/70257900/70257835/a0be1ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/71000000/70260000/70257900/70257835/85dec14c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/71000000/70260000/70257900/70257835/c7e4ea91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AC Hotel Clearwater Beach

29.5 km from Highland Oaks

9.0/10

Wonderful

(905)

"Very nice hotel, so close to beach and plenty walking distant restaurants ! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alexis

CA $203

CA $230 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-AC-Hotel-Clearwater-Beach.h70257835.Hotel-Information)

![Beach nearby, white sand](https://images.trvl-media.com/lodging/3000000/2550000/2544400/2544356/e27dc235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Condo, Kitchenette, Poolside](https://images.trvl-media.com/lodging/3000000/2550000/2544400/2544356/192994ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2550000/2544400/2544356/2ca07da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Queen Studio](https://images.trvl-media.com/lodging/3000000/2550000/2544400/2544356/e696e7c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pelican Pointe Clearwater Beach Hotel

29.3 km from Highland Oaks

9.0/10

Wonderful

(1007)

"Great location, very clean and quiet."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sonja

CA $130

CA $225 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Pelican-Pointe-Hotel-By-Sunsational-Beach-Rentals-LLC.h2544356.Hotel-Information)

![2 outdoor pools, a heated pool, sun loungers](https://images.trvl-media.com/lodging/18000000/17880000/17875800/17875732/81e465f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/18000000/17880000/17875800/17875732/ad8a0667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17880000/17875800/17875732/f2ae2e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/18000000/17880000/17875800/17875732/103d2b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Edge Hotel Clearwater Beach

29.2 km from Highland Oaks

8.8/10

Excellent

(1225)

"Pool is great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Craig L

CA $258

CA $350 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Edge-Hotel-Clearwater-Beach.h17875732.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/1000000/30000/23200/23117/59a5426c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/23200/23117/6c337c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/23200/23117/8201a38a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Single Room, 1 Queen Bed, Harbour View](https://images.trvl-media.com/lodging/1000000/30000/23200/23117/235bd569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clearwater Beach Hotel

29.2 km from Highland Oaks

8.0/10

Very good

(1431)

"Clean, convenient, able to walk to the beach and a variety of restaurants. Great place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vincent

CA $114

CA $151 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Clearwater-Beach-Hotel.h23117.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26000/25935/a67d2690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/30000/26000/25935/b00ed7a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/30000/26000/25935/5ec9c917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/26000/25935/e4e82e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn St Petersburg N - Clearwater by IHG

16.6 km from Highland Oaks

8.0/10

Very good

(961)

"Great location near airport comfortable stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dawn

CA $133

CA $150 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Holiday-Inn-St-Petersburg-N-Clearwater.h25935.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/40000/34400/34366/9e701c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, open 7:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/34400/34366/38718525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/40000/34400/34366/0fad3a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34400/34366/6c69dac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clarion Inn & Suites Central Clearwater Beach

24.7 km from Highland Oaks

7.2/10

Good

(1344)

"Easy check in and out. Very clean and a comfy bed!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mandy

CA $106

CA $123 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Clarion-Inn-Suites-Clearwater-Central.h34366.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/898700/898694/380e1ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/898700/898694/49f48f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Queen Beds, Non Smoking, Bay View](https://images.trvl-media.com/lodging/1000000/900000/898700/898694/3cc24f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/900000/898700/898694/34801d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Suites Clearwater - Dunedin

29.8 km from Highland Oaks

8.6/10

Excellent

(1020)

"Great place.."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul

CA $151

CA $171 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Comfort-Suites-Clearwater-Dunedin.h898694.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-15&endDate=2025-11-16&regionId=553248635976473692&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Hotels in Highland Oaks with free breakfast

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/0070872c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/11dfb8e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/546cd88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Tampa Rocky Point Waterfront

26.7 km from Highland Oaks

-   Breakfast included
    

8.2/10

Very good

(1007)

CA $107

CA $121 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=1366&PinnedHotelID=1366&HadPinnedHotel=true&regionId=553248635976473692&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/3e0be467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/2e9b21b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/ee5d58f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/5ed4ed6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Tampa Airport Avion Park Westshore

27 km from Highland Oaks

-   Breakfast included
    

9.2/10

Wonderful

(2544)

CA $165

CA $187 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&selected=15816033&PinnedHotelID=15816033&HadPinnedHotel=true&regionId=553248635976473692&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/20100/20039/bec82b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20100/20039/aa8a9001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/1000000/30000/20100/20039/3fcacbc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One King Bed, Non-Smoking](https://images.trvl-media.com/lodging/1000000/30000/20100/20039/4c64e862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Tampa-International Airport/Westshore

27.2 km from Highland Oaks

-   Breakfast included
    

8.4/10

Very good

(1010)

CA $133

CA $151 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=20039&PinnedHotelID=20039&HadPinnedHotel=true&regionId=553248635976473692&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Suite, 1 Bedroom, Pool View | View from room](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/190a341b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/9faddfd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/29811144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Compass Hotel by Margaritaville Anna Maria Sound

27.9 km from Highland Oaks

-   Breakfast included
    

9.4/10

Exceptional

(1833)

CA $240

CA $310 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=41961327&PinnedHotelID=41961327&HadPinnedHotel=true&regionId=553248635976473692&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/4500/4462/dbf70823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/10000/4500/4462/2b89c83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/4500/4462/0553a322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4500/4462/68fb6e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Airport - Cruise Port

26.2 km from Highland Oaks

-   Breakfast included
    

8.2/10

Very good

(1216)

CA $106

CA $120 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&selected=4462&PinnedHotelID=4462&HadPinnedHotel=true&regionId=553248635976473692&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, Multiple Beds, Non Smoking | Living area](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/9094284d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Room, 1 King Bed (Gulf Front)](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/262b9b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/1907db38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wyndham Grand Clearwater Beach

29.8 km from Highland Oaks

-   Breakfast included
    

9.4/10

Exceptional

(2766)

CA $316

CA $413 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=15914352&PinnedHotelID=15914352&HadPinnedHotel=true&regionId=553248635976473692&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/38c82250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/b254a185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/7cc9252e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/38108cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton St. Petersburg Carillon Park

16 km from Highland Oaks

-   Breakfast included
    

9.2/10

Wonderful

(1003)

CA $154

CA $174 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=1363982&PinnedHotelID=1363982&HadPinnedHotel=true&regionId=553248635976473692&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/a073fa3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/7b6d46dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/9d94c675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/d1e141cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn by Wyndham Clearwater Central

25.1 km from Highland Oaks

-   Breakfast included
    

8.8/10

Excellent

(1712)

CA $128

CA $144 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-25&endDate=2025-11-26&selected=15577&PinnedHotelID=15577&HadPinnedHotel=true&regionId=553248635976473692&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Dinner served, Latin American cuisine, pool views ](https://images.trvl-media.com/lodging/61000000/60030000/60029800/60029797/54f918fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/61000000/60030000/60029800/60029797/ab2ed81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Latin American cuisine, pool views ](https://images.trvl-media.com/lodging/61000000/60030000/60029800/60029797/faefefd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/61000000/60030000/60029800/60029797/7652c0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Element Tampa Midtown

28.1 km from Highland Oaks

-   Breakfast included
    

8.8/10

Excellent

(385)

CA $116

CA $132 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=60029797&PinnedHotelID=60029797&HadPinnedHotel=true&regionId=553248635976473692&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Lobby](https://images.trvl-media.com/lodging/58000000/57940000/57932000/57931971/81fdbc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57940000/57932000/57931971/10a70eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57940000/57932000/57931971/9a09c028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/58000000/57940000/57932000/57931971/e87df163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt House Tampa Airport Westshore

26.9 km from Highland Oaks

-   Breakfast included
    

9.6/10

Exceptional

(1911)

CA $178

CA $202 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=57931971&PinnedHotelID=57931971&HadPinnedHotel=true&regionId=553248635976473692&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

[See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-11-15&endDate=2025-11-16&regionId=553248635976473692&adults=2&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true)

## Top guest rated hotels in Highland Oaks

![Lobby sitting area](https://images.trvl-media.com/lodging/17000000/16540000/16535900/16535849/e6a6a13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16540000/16535900/16535849/4b9d4a92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/17000000/16540000/16535900/16535849/95d1a229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16540000/16535900/16535849/4cb7a5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Avalon Hotel Downtown St. Petersburg

Downtown St. Petersburg, 4.4 km from Highland Oaks

9.2/10

Wonderful

(1326)

CA $137

CA $155 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=16535849&PinnedHotelID=16535849&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Exterior](https://images.trvl-media.com/lodging/6000000/5650000/5648600/5648579/db1c7762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/6000000/5650000/5648600/5648579/2004de52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5650000/5648600/5648579/8956b33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/6000000/5650000/5648600/5648579/1af04fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hollander Boutique Hotel

Downtown St. Petersburg, 4.4 km from Highland Oaks

9.4/10

Exceptional

(2122)

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-15&endDate=2025-11-16&selected=5648579&PinnedHotelID=5648579&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Beach nearby](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/371277b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/235e82c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/1e256b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/e67b966e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pier House 60 Clearwater Beach Marina Hotel

29.8 km from Highland Oaks

8.8/10

Excellent

(1795)

CA $170

CA $251 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03&selected=1622046&PinnedHotelID=1622046&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/90000/82100/82055/d5c23f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/90000/82100/82055/af6d2f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/90000/82100/82055/63f49ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/90000/82100/82055/b3775dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Inn Clearwater - St Petersburg

16.4 km from Highland Oaks

9.0/10

Wonderful

(1021)

CA $102

CA $115 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=82055&PinnedHotelID=82055&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/130000/120400/120312/66230099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/130000/120400/120312/ad0dbe1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/130000/120400/120312/e9d3d2df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/130000/120400/120312/18c92a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Tampa/Rocky Point-Airport

26.8 km from Highland Oaks

8.8/10

Excellent

(1003)

CA $142

CA $161 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=120312&PinnedHotelID=120312&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/429400/429342/2418ced1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/430000/429400/429342/36836d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/430000/429400/429342/a3d343eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/1000000/430000/429400/429342/2ee3f7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treasure Island Hotel and Marina

10.5 km from Highland Oaks

8.2/10

Very good

(1324)

CA $113

CA $201 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10&selected=429342&PinnedHotelID=429342&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/af119682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/f353eb77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, cribs/infant beds, bed sheets](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/414abed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, One Queen and One Sofa Bed, Beachfront | Living room](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/2cc38c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Barefoot Beach Club

12.5 km from Highland Oaks

9.4/10

Exceptional

(1078)

CA $171

CA $241 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=1552360&PinnedHotelID=1552360&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/18400/18350/ef204cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/18400/18350/7b8eb6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18400/18350/6873e006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/18400/18350/68e269de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Tampa Westshore - Airport Area by IHG

26.8 km from Highland Oaks

8.2/10

Very good

(1005)

CA $127

CA $144 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&selected=18350&PinnedHotelID=18350&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Exterior](https://images.trvl-media.com/lodging/1000000/800000/794900/794896/0bfca352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/800000/794900/794896/3410a9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/800000/794900/794896/b47ba4ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/800000/794900/794896/b66c6278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Clearwater

24.1 km from Highland Oaks

9.2/10

Wonderful

(1012)

CA $155

CA $175 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=794896&PinnedHotelID=794896&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57280000/57276100/57276013/71340427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/58000000/57280000/57276100/57276013/f75dbac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57280000/57276100/57276013/58e67210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57280000/57276100/57276013/cbac97e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites by Hilton Largo

19.7 km from Highland Oaks

9.6/10

Exceptional

(781)

CA $159

CA $180 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=57276013&PinnedHotelID=57276013&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

[See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-11-15&endDate=2025-11-16&regionId=553248635976473692&adults=2&sort=RECOMMENDED&guestRating=35&openPlayBack=true)

## Where to stay in Highland Oaks

Find the best Highland Oaks areas and neighborhoods for the activities you enjoy most.

-   Downtown St. Petersburg
-   Pass-a-Grille
-   Sand Key
-   Sunset Beach
-   Downtown Clearwater

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496143-st-petersburg.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496280-chihuly-collection.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496407-the-james-museum-of-western-and-wildlife-art.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496278-chihuly-collection.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496611-downtown-st-petersburg.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6162954)

![Downtown St. Petersburg map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7BeohDpbowNGsdAcb%40J%40ohBlJpD%7CH%7CAfAw%40eBs%40OaO%7BHeDFmDnGjBlD%7DA%40sUt%40%40NjRdELm%40f%40CtHeC%60DJvNX%7E%40nOrCfKJfCm%40zH_GdAUx%40%60%40nAjCJhBEhDuBzEfVBDdNfNB%40rJii%40p%40Hzz%40uCDMsHiG%40QvGwHJe%40t%7B%40oIB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=EBVmCGzq8e60JH127gxAVKIebN8=)

### Downtown St. Petersburg

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6162954)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340037-Pass-A-Grille.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340038-Pass-A-Grille.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340042-Pass-A-Grille.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340039-Pass-A-Grille.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340044-Pass-A-Grille.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6005248)

![Pass-a-Grille map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7Bt%7DgDz%60_xNkdDcBj%40oRnkAaDbkAZtLpDiAfT&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=WpFDqXXOEZWAyv5aEU57WQZ9jYU=)

### Pass-a-Grille

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6005248)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496092-st-petersburg.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496169-st-petersburg.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496085-st-petersburg.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496635-sand-key-park.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496777-sand-key-park.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976482162)

![Sand Key map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ajoiDv%7BrxNkbCmv%40%7Ds%40pH%60i%40ugA%60e%40p%5EvVtY%60u%40pWFgRzXfOFve%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=kD-ixyhB-_a7t9ygrtrUOIiZrm4=)

### Sand Key

While visiting Sand Key, you might make a stop by sights like Belleair Beach and Sand Key Park.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976482162)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496285-sunset-beach-st-pete.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496267-sunset-beach-st-pete.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496261-sunset-beach-st-pete.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496246-sunset-beach-st-pete.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496259-sunset-beach-st-pete.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6159959)

![Sunset Beach map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7BzkhDdmdxN%7DD_%60%40biBsn%40kC%7C%5Dy%7EAtp%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=38WzA5phFZ7BpOhMAba0rXqnmR0=)

### Sunset Beach

Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg Municipal Beach.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6159959)

![Clearwater featuring café scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/175000/175109-Clearwater.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Tampa Bay featuring general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/175000/175036-Clearwater-Beach.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/175000/175051-Clearwater-Beach.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496947-clearwater.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496946-clearwater.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=939284294524882944)

![Downtown Clearwater map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:kytiDj_lxNoHyFgQcIc%40%7Bj%40%60E%3FEw%60Czm%40%3Fm%40z_C%60H%3FEpE%7DBL%3F%7CCaAC%3FjBuA%3FCnDlBF%40%60DuAB%3F%7Ca%40iVr%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=6AkLJRbp4HnNiBVUCZDiV0yqoYY=)

### Downtown Clearwater

While visiting Downtown Clearwater, you might make a stop by sights like Coachman Park and Nancy and David Bilheimer Capitol Theatre.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=939284294524882944)

## Top Highland Oaks Hotel Reviews

![Hilton Tampa Airport Westshore](//images.trvl-media.com/lodging/1000000/10000/5900/5870/13bee16f_y.jpg)

### Hilton Tampa Airport Westshore

10/10 Excellent

"Spotless comfy room, very friendly staff, good airport access and free shuttle"

[](https://expedia.ca/Tampa-Hotels-Hilton-Tampa-Airport-Westshore.h5870.Hotel-Information)

![Ramada by Wyndham Tampa Westshore Airport South](//images.trvl-media.com/lodging/1000000/30000/27400/27302/cfa6c456_y.jpg)

### Ramada by Wyndham Tampa Westshore Airport South

10/10 Excellent

"Staff was very friendly. Nice place to stay for a layover"

[](https://expedia.ca/Tampa-Hotels-Ramada-By-Wyndham-Tampa-Airport-Westshore.h27302.Hotel-Information)

![Hotel Alba, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c_y.jpg)

### Hotel Alba, Tapestry Collection by Hilton

10/10 Excellent

"All was clean and fresh "

[](https://expedia.ca/Tampa-Hotels-Hotel-Alba.h13705.Hotel-Information)

![Sirata St. Pete Beach](//images.trvl-media.com/lodging/1000000/910000/900100/900047/a5f3bce3_y.jpg)

### Sirata St. Pete Beach

10/10 Excellent

"Loved room layout with separate living room, fan in bathroom, view, and balcony!"

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Sirata-Beach-Resort-St-Pete-Beach.h900047.Hotel-Information)

![Gulfview Hotel on the Beach](//images.trvl-media.com/lodging/1000000/20000/16400/16308/c5597092_y.jpg)

### Gulfview Hotel on the Beach

10/10 Excellent

"This was my second time there I was celebrating my mom first anniversary in heaven me and my sister the front desk receptionist is really nice and the place is really clean and the pool and hot tub is clean and the room are clean and the beds are comfortable and the coffee is good I love it there and the beach is the best you don't want to miss anything you'll love it here I'll be back for sure 😊"

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Gulfview-Hotel-On-The-Beach.h16308.Hotel-Information)

![ChartHouse Clearwater Beach Marina Hotel](//images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/48a8960b_y.jpg)

### ChartHouse Clearwater Beach Marina Hotel

10/10 Excellent

"Good"

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-ChartHouse-Clearwater-Beach-Marina-Hotel.h114455182.Hotel-Information)

![Hotel South Tampa & Suites](//images.trvl-media.com/lodging/1000000/30000/21700/21685/ebc5e46f_y.jpg)

### Hotel South Tampa & Suites

10/10 Excellent

"Breakfast was great love the pool clean room and staff was great "

[](https://expedia.ca/Tampa-Hotels-Hotel-South-Tampa-Suites.h21685.Hotel-Information)

![Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG](//images.trvl-media.com/lodging/1000000/10000/3600/3530/db84dfc1_y.jpg)

### Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG

10/10 Excellent

"Wonderful breakfast. Nice room Great place to stay"

[](https://expedia.ca/Tampa-Hotels-Airport-Inn.h3530.Hotel-Information)

![RumFish Beach at TradeWinds](//images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec_y.jpg)

### RumFish Beach at TradeWinds

10/10 Excellent

"Loved this resort. Food was great. Bartenders fun! Beach is beautiful! Got what we paid for plus! Would prefer if the pool by bar was adults only. "

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-RumFish-Beach-Resort-By-TradeWinds.h8544.Hotel-Information)

## Frequently asked questions

### What is Highland Oaks like?

> Guests are sure to enjoy their time checking out all that St. Petersburg's Highland Oaks neighborhood has to offer. Consider a visit to Boyd Hill Nature Preserve as part of your Highland Oaks travel plans.

### If I need to cancel my hotel reservation in Highland Oaks, will I receive a refund?

> Yes, most hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review the best deals available in Highland Oaks.

### What is there to do around this St. Petersburg neighborhood?

> Boyd Hill Nature Preserve is an attraction you might want to check out while you're in Highland Oaks. When you're sightseeing in St. Petersburg, Dr. Carter G. Woodson African American Museum and Duncan McClellan Gallery are also worth a stop.

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