Title: Book the Best Hotels with POOL in Southwest Florida in 2026 | Expedia.ca

[Southwest Florida Travel Guide](https://expedia.ca/Southwest-Florida.dx6233839)[Hotels in Southwest Florida](https://expedia.ca/Southwest-Florida-Hotels.d6233839.Travel-Guide-Hotels)[Vacation Rentals in Southwest Florida](https://expedia.ca/Southwest-Florida-Vacation-Rentals.d6233839.Travel-Guide-VacationRentals)[Flights to Southwest Florida](https://expedia.ca/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[Things to do in Southwest Florida](https://expedia.ca/Things-To-Do-In-Southwest-Florida.d6233839.Travel-Guide-Activities)[Southwest Florida Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Florida.d6233839.Car-Rental-Guide)[Southwest Florida Vacation Packages](https://expedia.ca/Southwest-Florida.d6233839.Destination-Travel-Guides)

![Delnor-Wiggins Pass State Park featuring a sandy beach as well as a couple](https://images.trvl-media.com/place/6065875/bc23d051-1ceb-4c43-a754-b9feb3316d59.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Hotels with a Pool in Southwest Florida, FL from CA $131

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## Check availability on Southwest Florida Hotels with a Pool

Tonight

[Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-20&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Southwest Florida hotels with a pool

![Outdoor pool, open 7:00 AM to 7:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/db386023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/bbf3ce91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/9bc89705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite with Two Doubles, Beachfront, Balcony](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/2e8856cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lani Kai Beachfront Resort

[](https://www.expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information)

Fort Myers Beach

9.0/10

Wonderful

(1023)

"Clean rooms, friendly staff, so much to do there and nearby "

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

Lisa R

CA $193

CA $246 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/01ed8c5d.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/1000000/120000/117100/117009/2279042b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/d81d6192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/bbaa2af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Ambassador Suites Venice

[](https://www.expedia.ca/Sarasota-Hotels-Best-Western-Plus-Ambassador-Suites-Venice.h117009.Hotel-Information)

Venice

9.0/10

Wonderful

(1005)

"The room was spotless and the staff were terrific."

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

Lorraine

CA $164

CA $186 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Sarasota-Hotels-Best-Western-Plus-Ambassador-Suites-Venice.h117009.Hotel-Information)

![Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1190000/1187400/1187306/30112778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1190000/1187400/1187306/bd772b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/2000000/1190000/1187400/1187306/0dbd8291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms, Kitchen, Ground Floor | Lake view](https://images.trvl-media.com/lodging/2000000/1190000/1187400/1187306/37be0d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marco Island Lakeside Inn

[](https://www.expedia.ca/Naples-Hotels-Marco-Island-Lakeside-Inn.h1187306.Hotel-Information)

Marco Island

9.0/10

Wonderful

(1004)

"Room was excellent. Living room, full kitchen, bathroom, bedroom and screened balcony overlooking lake. We loved it. "

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

Carmelin

CA $118

CA $131 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Naples-Hotels-Marco-Island-Lakeside-Inn.h1187306.Hotel-Information)

![Outdoor pool, a heated pool, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/1234b7ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Studio  | View from room](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/3b10eaf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/b452d46d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/d8baa37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn at the Beach

[](https://www.expedia.ca/Sarasota-Hotels-Inn-At-The-Beach.h911761.Hotel-Information)

Venice Island

9.8/10

Exceptional

(1002)

"Very nice employees, great continental breakfast and very close to everything "

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

Joseph

CA $252

CA $321 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Sarasota-Hotels-Inn-At-The-Beach.h911761.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)

![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/3bbab93f.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)

![Lobby](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/b07e60f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Compass Hotel by Margaritaville Anna Maria Sound

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

Bradenton

9.4/10

Exceptional

(1881)

"Very nice stay; wonderful staff"

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

Karen

CA $222

CA $290 total

includes taxes & fees

Dec 22 - Dec 23

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

![Outdoor pool, open 7 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/23000000/22500000/22492300/22492255/3ed35b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/23000000/22500000/22492300/22492255/d3615161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/23000000/22500000/22492300/22492255/d96dd9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/23000000/22500000/22492300/22492255/de6b5b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Punta Gorda by IHG

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Holiday-Inn-Express-And-Suites-Punta-Gorda.h22492255.Hotel-Information)

Punta Gorda

9.4/10

Exceptional

(1000)

"Very clean, staff was friendly! Just a great stay all together"

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

Nicole

CA $152

CA $170 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Holiday-Inn-Express-And-Suites-Punta-Gorda.h22492255.Hotel-Information)

![Couples dining](https://images.trvl-media.com/lodging/3000000/2210000/2202400/2202318/396eceec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2210000/2202400/2202318/be6c8e7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2210000/2202400/2202318/eaa3eb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/3000000/2210000/2202400/2202318/55ef95da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Comfort-Inn-Suites.h2202318.Hotel-Information)

Port Charlotte

8.4/10

Very good

(1003)

"Great stuff at check in, very clean room, nice amenities! "

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

Anca

CA $120

CA $135 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Comfort-Inn-Suites.h2202318.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/a0f722c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/a9620a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/7d170878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/bb6d486e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trianon Bonita Bay

[](https://www.expedia.ca/Naples-Hotels-Trianon-Bonita-Bay.h40858.Hotel-Information)

Bonita Bay

9.2/10

Wonderful

(1707)

"The room was great as well as the amenities!!!"

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

Fernando

CA $167

CA $187 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Naples-Hotels-Trianon-Bonita-Bay.h40858.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/17000000/16660000/16651900/16651890/2c59b397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16660000/16651900/16651890/8bc2b39a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/17000000/16660000/16651900/16651890/3dc7bcd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, Kitchen, Pool View | Living area](https://images.trvl-media.com/lodging/17000000/16660000/16651900/16651890/763b4722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Latitude 26 Waterfront Boutique Resort - Fort Myers Beach

[](https://www.expedia.ca/Fort-Myers-Hotels-Latitude-26-Waterfront-Boutique-Resort-Fort-Myers-Beach.h16651890.Hotel-Information)

Siesta Isle

8.8/10

Excellent

(1004)

"Great Place to Stay!"

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

JUDY

CA $132

CA $147 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Fort-Myers-Hotels-Latitude-26-Waterfront-Boutique-Resort-Fort-Myers-Beach.h16651890.Hotel-Information)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/165ab285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/03ad611d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/a3458664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/20cc63b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Breeze Resort

[](https://www.expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information)

Siesta Key Village

9.0/10

Wonderful

(1001)

"Great stay, walking distance to the beach and restaurants! "

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

Joseph

CA $218

CA $276 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.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=2026-01-03&endDate=2026-01-04&regionId=6233839&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Southwest Florida Hotel Reviews

![Lani Kai Beachfront Resort](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142_y.jpg)

### Lani Kai Beachfront Resort

10/10 Excellent

"Clean perfectly located, friendly staff, updated room with an awesome view. Great food on the premises. The only thing we didnt like was the additional charge for parking. "

[](https://expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information)

![Fairways Inn of Naples](https://images.trvl-media.com/lodging/1000000/60000/55500/55415/9ba98d99_y.jpg)

### Fairways Inn of Naples

10/10 Excellent

"Fine stay, no complaints, pleasant experience!"

[](https://expedia.ca/Naples-Hotels-Fairways-Inn-Of-Naples.h55415.Hotel-Information)

![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg)

### Naples Grande Beach Resort

10/10 Excellent

"Great place "

[](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information)

![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg)

### Hyatt Vacation Club at Coconut Cove, Bonita Springs

10/10 Excellent

"Staff was very welcoming & rooms were clean and comfortable. Very quiet. "

[](https://expedia.ca/Bonita-Springs-Hotels-Hyatt-Vacation-Club-At-Coconut-Cove.h991114.Hotel-Information)

![Hyatt Place Sarasota/Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec_y.jpg)

### Hyatt Place Sarasota/Bradenton Airport

10/10 Excellent

"Staff was great, the breakfast was way better than other options in the area, room was clean and quiet. "

[](https://expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information)

![DiamondHead Beach Resort](https://images.trvl-media.com/lodging/1000000/210000/200700/200632/814c4388_y.jpg)

### DiamondHead Beach Resort

10/10 Excellent

"Great view, good bar & grill, and umbrella & seats by the water… simply perfect!"

[](https://expedia.ca/Fort-Myers-Hotels-DiamondHead-Beach-Resort.h200632.Hotel-Information)

![Hilton Naples](https://images.trvl-media.com/lodging/1000000/450000/448200/448199/29d5d584_y.jpg)

### Hilton Naples

10/10 Excellent

"Everything was great. "

[](https://expedia.ca/Naples-Hotels-Hilton-Naples.h448199.Hotel-Information)

![Sanibel Island Beach Resort](https://images.trvl-media.com/lodging/18000000/17300000/17298900/17298818/w2247h1500x326y0-2ea06bb5_y.jpg)

### Sanibel Island Beach Resort

10/10 Excellent

"Room was clean, staff was nice, will Return!"

[](https://expedia.ca/Fort-Myers-Hotels-Sanibel-Island-Beach-Resort.h17298818.Hotel-Information)

![Holiday Inn Express Cape Coral-Fort Myers Area by IHG](https://images.trvl-media.com/lodging/1000000/30000/26900/26860/ab39b98c_y.jpg)

### Holiday Inn Express Cape Coral-Fort Myers Area by IHG

10/10 Excellent

"Will stay here again."

[](https://expedia.ca/Fort-Myers-Hotels-Holiday-Inn-Express-Cape-Coral-Fort-Myers-Area.h26860.Hotel-Information)

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