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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&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=2025-11-22&d1=2025-11-22&endDate=2025-11-24&d2=2025-11-24&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976473692&startDate=2025-11-08&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976473692&startDate=2025-11-09&endDate=2025-11-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[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)

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976473692&startDate=2025-11-21&endDate=2025-11-23&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

(508)

"Nice hotel, good location and proximity to the beach!"

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

Jablan

CA $265

CA $300 total

includes taxes & fees

Nov 9 - Nov 10

[](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)

![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)

![Lunch and dinner served, pool views ](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/e1f2d8a8.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

(1830)

"Great Stay"

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

Cheryl

CA $231

CA $301 total

includes taxes & fees

Nov 16 - Nov 17

[](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)

![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)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/e311c0c4.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

(2292)

"Everything at the resort was excellent"

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

Michael

CA $252

CA $341 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)

![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)

![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)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/10000/6900/6873/49336107.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

(1127)

"Great place to stay"

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

Richard

CA $97

CA $109 total

includes taxes & fees

Nov 9 - Nov 10

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

![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)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/3ce82db2.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)

### La Quinta Inn by Wyndham Clearwater Central

25.1 km from Highland Oaks

8.8/10

Excellent

(1714)

"Great staff very friendly nice location"

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

MATTHEW

CA $128

CA $145 total

includes taxes & fees

Nov 23 - Nov 24

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

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16500/16488/81d555a3.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)

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

28.8 km from Highland Oaks

8.6/10

Excellent

(1067)

"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 $203

CA $244 total

includes taxes & fees

Dec 7 - Dec 8

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

![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)

![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/13b2550b.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

(2786)

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

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

maureen

CA $256

CA $344 total

includes taxes & fees

Dec 1 - Dec 2

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

![Exterior](https://images.trvl-media.com/lodging/1000000/540000/538700/538638/86300f45.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)

![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/540000/538700/538638/19176f4c.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

(1001)

"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 $184

CA $208 total

includes taxes & fees

Nov 25 - Nov 26

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

![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)

![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)

### Sonesta Simply Suites Clearwater

16.5 km from Highland Oaks

8.0/10

Very good

(1002)

"For the price amazing room "

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

Joshua

CA $100

CA $113 total

includes taxes & fees

Nov 30 - Dec 1

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

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/210000/200900/200837/ef1acd91.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

(1003)

"Price for quality is good "

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

John

CA $130

CA $155 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Clearwater-South.h200837.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/2000000/1630000/1622100/1622046/1e256b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/cb7ee947.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)

### Pier House 60 Clearwater Beach Marina Hotel

29.8 km from Highland Oaks

8.8/10

Excellent

(1796)

"Wonderful staff & clean rooms!"

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

Zoe

CA $246

CA $336 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)

![Exterior](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/7c41da79.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)

### Hyatt Regency Clearwater Beach Resort & Spa

29.7 km from Highland Oaks

9.2/10

Wonderful

(2044)

"Great stay!"

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

Christopher

CA $311

CA $407 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.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/7000000/6720000/6716600/6716536/4578976a.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

(1001)

"Nice hotel"

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

Paul

CA $189

CA $213 total

includes taxes & fees

Nov 30 - Dec 1

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

![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)

![Beach/ocean view](https://images.trvl-media.com/lodging/71000000/70260000/70257900/70257835/8b6ebfda.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

(914)

"The location was awesome! The rooms were fairly basic but had everything you need for a short stay."

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

Nicole

CA $204

CA $231 total

includes taxes & fees

Nov 23 - Nov 24

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

![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)

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

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/23200/23117/1715c36f.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

(1427)

"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 $138

CA $179 total

includes taxes & fees

Nov 9 - Nov 10

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

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/898700/898694/94925ffb.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

(1024)

"Great place.."

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

Paul

CA $149

CA $169 total

includes taxes & fees

Nov 23 - Nov 24

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

![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34400/34366/6c69dac4.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)

![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34400/34366/563a731b.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

(1338)

"The 2 times we stay at Clearwater I take this place excellent area for walk shopping, everything what you need cross the highway ❤️"

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

Jose

CA $116

CA $135 total

includes taxes & fees

Nov 25 - Nov 26

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

![View from property](https://images.trvl-media.com/lodging/3000000/2550000/2544400/2544356/851df0c7.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

(1000)

"Nice place , great staff , great price with a perfect location to walk to anything you need "

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

michael j

CA $130

CA $226 total

includes taxes & fees

Nov 10 - Nov 11

[](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)

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

![Exterior](https://images.trvl-media.com/lodging/18000000/17880000/17875800/17875732/589b643b.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)

### Edge Hotel Clearwater Beach

29.2 km from Highland Oaks

8.8/10

Excellent

(1224)

"The beach view from the pool area was beautiful. The street view was also great except that there was a bit of street traffic heard at night"

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

Georgette

CA $222

CA $310 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Edge-Hotel-Clearwater-Beach.h17875732.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/1000000/30000/26000/25935/5ec9c917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/30000/26000/25935/02cc437d.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)

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

16.6 km from Highland Oaks

8.0/10

Very good

(964)

"Clean room friendly staff easy check in "

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

Jarrod

CA $128

CA $144 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)

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=2025-11-22&endDate=2025-11-23&regionId=553248635976473692&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Hotels in Highland Oaks with a pool

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef.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)

![Breakfast, lunch, dinner served; pool views](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/a05e0fe7.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)

### DoubleTree by Hilton Tampa Rocky Point Waterfront

26.7 km from Highland Oaks

-   Pool
    

8.2/10

Very good

(1002)

CA $107

CA $122 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=1366&PinnedHotelID=1366&HadPinnedHotel=true&regionId=553248635976473692&adults=2&amenities=POOL&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)

![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)

![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/13b2550b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wyndham Grand Clearwater Beach

29.8 km from Highland Oaks

-   Pool
    

9.4/10

Exceptional

(2786)

CA $256

CA $344 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Hotel-Search?startDate=2025-12-01&endDate=2025-12-02&selected=15914352&PinnedHotelID=15914352&HadPinnedHotel=true&regionId=553248635976473692&adults=2&amenities=POOL&openPlayBack=true)

![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)

![Front of property](https://images.trvl-media.com/lodging/17000000/16540000/16535900/16535849/fa74a1b2.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

-   Pool
    

9.2/10

Wonderful

(1329)

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-22&endDate=2025-11-23&selected=16535849&PinnedHotelID=16535849&HadPinnedHotel=true&regionId=553248635976473692&adults=2&amenities=POOL&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/16000000/15820000/15816100/15816033/5ed4ed6e.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)

![Outdoor pool](https://images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/b44f852a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

27 km from Highland Oaks

-   Pool
    

9.2/10

Wonderful

(2555)

CA $166

CA $188 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=15816033&PinnedHotelID=15816033&HadPinnedHotel=true&regionId=553248635976473692&adults=2&amenities=POOL&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)

![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5650000/5648600/5648579/7fcaa6a9.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)

### Hollander Boutique Hotel

Downtown St. Petersburg, 4.4 km from Highland Oaks

-   Pool
    

9.4/10

Exceptional

(2106)

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-22&endDate=2025-11-23&selected=5648579&PinnedHotelID=5648579&HadPinnedHotel=true&regionId=553248635976473692&adults=2&amenities=POOL&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)

![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)

![Lunch and dinner served, pool views ](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/e1f2d8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Compass Hotel by Margaritaville Anna Maria Sound

27.9 km from Highland Oaks

-   Pool
    

9.4/10

Exceptional

(1830)

CA $231

CA $301 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=41961327&PinnedHotelID=41961327&HadPinnedHotel=true&regionId=553248635976473692&adults=2&amenities=POOL&openPlayBack=true)

![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16000/15938/17629607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach bar](https://images.trvl-media.com/lodging/1000000/20000/16000/15938/cbfab429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/16000/15938/d117a0d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/16000/15938/1cad0a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Beachcomber

7.7 km from Highland Oaks

-   Pool
    

8.0/10

Very good

(1005)

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-22&endDate=2025-11-23&selected=15938&PinnedHotelID=15938&HadPinnedHotel=true&regionId=553248635976473692&adults=2&amenities=POOL&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)

![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)

![Meeting facility](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363982/b254a185.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

-   Pool
    

9.2/10

Wonderful

(1001)

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=1363982&PinnedHotelID=1363982&HadPinnedHotel=true&regionId=553248635976473692&adults=2&amenities=POOL&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)

![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)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/15600/15577/3ce82db2.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)

### La Quinta Inn by Wyndham Clearwater Central

25.1 km from Highland Oaks

-   Pool
    

8.8/10

Excellent

(1714)

CA $128

CA $145 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=15577&PinnedHotelID=15577&HadPinnedHotel=true&regionId=553248635976473692&adults=2&amenities=POOL&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/1000000/10000/4500/4462/1385e8d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Airport - Cruise Port

26.2 km from Highland Oaks

-   Pool
    

8.2/10

Very good

(1221)

CA $106

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=4462&PinnedHotelID=4462&HadPinnedHotel=true&regionId=553248635976473692&adults=2&amenities=POOL&openPlayBack=true)

[See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-11-22&endDate=2025-11-23&regionId=553248635976473692&adults=2&sort=RECOMMENDED&amenities=POOL&openPlayBack=true)

## Top guest rated hotels in Highland Oaks

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57280000/57276100/57276013/71340427.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)

![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)

![Coffee/tea maker](https://images.trvl-media.com/lodging/58000000/57280000/57276100/57276013/7f2814a1.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

(789)

CA $156

CA $176 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=57276013&PinnedHotelID=57276013&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Terrace/patio](https://images.trvl-media.com/lodging/50000000/49150000/49148700/49148639/ec3ae967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Billiards](https://images.trvl-media.com/lodging/50000000/49150000/49148700/49148639/3c8d1518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/50000000/49150000/49148700/49148639/b0dda57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/50000000/49150000/49148700/49148639/2bdb755c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tru By Hilton St. Petersburg Downtown Central Ave, FL

2.9 km from Highland Oaks

9.0/10

Wonderful

(1001)

CA $156

CA $176 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=49148639&PinnedHotelID=49148639&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50100/50038/c75c67ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/50100/50038/1ddb6d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/60000/50100/50038/58f1f24c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/60000/50100/50038/17bbdb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tahitian Inn

26.7 km from Highland Oaks

7.6/10

Good

(1680)

CA $104

CA $118 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13&selected=50038&PinnedHotelID=50038&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/30000000/29650000/29643000/29642928/a9443a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/30000000/29650000/29643000/29642928/e152099e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29650000/29643000/29642928/a1b8c4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/30000000/29650000/29643000/29642928/31dc57a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Inn & Suites Tampa South

21.5 km from Highland Oaks

9.2/10

Wonderful

(1000)

CA $115

CA $130 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=29642928&PinnedHotelID=29642928&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)

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

![Room, 1 King Bed with Sofa bed (Study)](https://images.trvl-media.com/lodging/1000000/130000/120400/120312/c8cddce9.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)

### Hampton Inn Tampa/Rocky Point-Airport

26.8 km from Highland Oaks

8.8/10

Excellent

(1002)

CA $139

CA $158 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=120312&PinnedHotelID=120312&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&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)

![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)

![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)

### Hyatt House Tampa Airport Westshore

26.9 km from Highland Oaks

9.6/10

Exceptional

(1908)

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&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)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/18400/18350/f34ea319.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18400/18350/6873e006.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

8.4/10

Very good

(1005)

CA $128

CA $145 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=18350&PinnedHotelID=18350&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Property amenity](https://images.trvl-media.com/lodging/13000000/12080000/12078700/12078641/2d81317b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds, Kitchenette | Private kitchen](https://images.trvl-media.com/lodging/13000000/12080000/12078700/12078641/df1dc8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds, Kitchenette | Private kitchenette](https://images.trvl-media.com/lodging/13000000/12080000/12078700/12078641/w3000h1999x0y1-25595b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/13000000/12080000/12078700/12078641/0578d41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Malibu Resort Motel

17.1 km from Highland Oaks

8.8/10

Excellent

(714)

CA $139

CA $180 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=12078641&PinnedHotelID=12078641&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1880000/1871300/1871216/1ed9777c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1880000/1871300/1871216/564ff8dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1880000/1871300/1871216/37d252d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1880000/1871300/1871216/2be1291c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Northeast - Gateway

12.6 km from Highland Oaks

9.0/10

Wonderful

(1000)

CA $128

CA $144 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=1871216&PinnedHotelID=1871216&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/1000000/10000/3900/3851/65f590fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3900/3851/71a6b70a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3900/3851/619104da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3900/3851/636946ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SureStay Hotel by Best Western St. Pete Clearwater Airport

16.5 km from Highland Oaks

7.6/10

Good

(1510)

CA $98

CA $110 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=3851&PinnedHotelID=3851&HadPinnedHotel=true&regionId=553248635976473692&adults=2&guestRating=35&openPlayBack=true)

[See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-11-22&endDate=2025-11-23&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

"Room was very clean, bed and pillows very comfortable. Easy walk to lunch in the area and appreciate the shuttle to the airport. "

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

![Quality Inn Airport - Cruise Port](//images.trvl-media.com/lodging/1000000/10000/4500/4462/dbf70823_y.jpg)

### Quality Inn Airport - Cruise Port

10/10 Excellent

"The property is amazing clean rooms great staff and great location."

[](https://expedia.ca/Tampa-Hotels-Quality-Inn-Airport-Cruise-Port.h4462.Hotel-Information)

![Hampton Inn & Suites Tampa Airport Avion Park Westshore](//images.trvl-media.com/lodging/16000000/15820000/15816100/15816033/3e0be467_y.jpg)

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

10/10 Excellent

"Thankful to get a late checkout! Clean room and good amenities!"

[](https://expedia.ca/Tampa-Hotels-Hampton-Inn-Suites-Tampa-Airport-Avion-Park-Westshore.h15816033.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

"Every specific request I made was fulfilled and then some, extremely satisfied with my stay here beyond satisfied highly recommended thank you Charthouse"

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

"Excellent "

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

![Hotel Tampa Riverwalk](//images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg)

### Hotel Tampa Riverwalk

10/10 Excellent

"location was great! riverwalk was right downstairs. hotel proved entertainment and the area looked fantastic. helpful staff and bartenders as well."

[](https://expedia.ca/Tampa-Hotels-Hotel-Tampa-Riverwalk.h22354.Hotel-Information)

![The Don CeSar](//images.trvl-media.com/lodging/1000000/20000/16700/16658/1586307d_y.jpg)

### The Don CeSar

10/10 Excellent

"Amazing staff, amenities, and drinks! "

[](https://expedia.ca/St-Petersburg-Clearwater-Hotels-The-Don-CeSar.h16658.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

"Very good expreience"

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

![Wyndham Grand Clearwater Beach](//images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg)

### Wyndham Grand Clearwater Beach

10/10 Excellent

"room was spotless view was beautiful! "

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