A wooden pier extending into calm water with a clear sky and distant land.

Find Hotels with Pool in Pine Island, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Pine Island Hotels with Pool

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Pine Island hotels with a pool

An indoor swimming pool with a tiled edge, a white deck area, and a glass enclosure.
A view through a window of a residential area with a small tree, a body of water, and a building with a blue roof.
An infinity pool with chairs and tables, a palm tree, and a sunset view.
A modern kitchen with wooden cabinets, a black refrigerator, a bar stool, and a potted plant.

1. Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access

Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access
Saint James City
Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access
A swimming pool with a black metal fence, a brick deck, and a view of a lake with palm trees and houses in the background.
A bedroom with a large bed, two bedside tables, a bench, and a hanging chair.
A living room with a round coffee table, two armchairs, a small side table, a potted plant, a bowl of seashells, a remote control, and a book titled "Pink Island".
A spacious patio with a dining table and chairs, a sofa, and a ceiling fan.

2. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Bokeelia
£324
includes taxes & fees
1 Sept - 2 Sept
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
A swimming pool with lanes, a diving board, and a water slide.
An aerial view of a coastal area with several small islands connected by bridges.
A modern kitchen with a central island, wooden cabinets, and a built-in oven.
A modern kitchen with a central island, white chairs, and a yellow accent wall.

3. NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
£298
includes taxes & fees
1 Sept - 2 Sept
NEW!! The “WATERSIDE” COTTAGE~With dockage
A covered swimming pool with a clear view of the surrounding area, including a body of water and greenery.
A living room with a sofa, a patterned armchair, a coffee table, a TV, and a lamp.
An aerial view of a residential property with a swimming pool, a tennis court, and a covered outdoor area.
A covered walkway with large windows, leading to a landscaped area with palm trees and a stone pathway.

4. Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift
St James City
£363
includes taxes & fees
1 Oct - 2 Oct
Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, and a building with a tiled roof.
A balcony with a view of a lake and distant city lights, two chairs, and a small table.
An outdoor seating area with round tables and pink cushions, palm trees, and string lights against a twilight sky.
An outdoor dining area with tables and chairs, a fire pit, and a view of the water.

5. The Westin Cape Coral Resort At Marina Village

The Westin Cape Coral Resort At Marina Village
Pelican
  • Splash into luxury at this marina-side resort with poolside cabanas, hot tub, and swim-up cocktail service.
£130
includes taxes & fees
20 Sept - 21 Sept
The Westin Cape Coral Resort At Marina Village
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a window with curtains.
A swimming pool with lounge chairs and palm trees.
A Holiday Inn Express building with a clear entrance, palm trees, and a purple sky.
A modern hotel lobby with a sofa, chairs, a TV, and a dining area.

6. Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Caloosahatchee
  • Float in this serene outdoor pool sanctuary surrounded by loungers for ultimate relaxation.
£81
includes taxes & fees
9 Sept - 10 Sept
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
A swimming pool area with lounge chairs, a small building, and a basketball court surrounded by palm trees and greenery.
A spacious dining area with multiple tables and chairs, large windows, and a modern chandelier.
A modern hotel room with a large bed, two armchairs, a small side table with a lamp, and a large window with blinds.
A hotel lobby with a reception desk, seating area, and a large window.

7. Residence Inn by Marriott Fort Myers Sanibel

Residence Inn by Marriott Fort Myers Sanibel
Fort Myers
  • Take a dip in the outdoor pool at this art deco hotel, then unwind in the relaxing hot tub.
£74
includes taxes & fees
1 Sept - 2 Sept
Residence Inn by Marriott Fort Myers Sanibel
A resort pool area with a large pool, lounge chairs, and umbrellas.
A spacious living area with wicker furniture, a chandelier, and large windows offering a view of palm trees and a balcony.
A table set for two on a beach with a view of the sea and distant islands.
A spacious lobby with a staircase, large windows, and a chandelier.

8. Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa
Punta Rassa
  • Splash into holiday bliss with 3 outdoor pools, a spa sanctuary, and panoramic white sand beach views.
£183
includes taxes & fees
13 Sept - 14 Sept
Marriott Sanibel Harbour Resort & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A hotel room with a bed, a desk, a chair, a TV, and a mirror.
A modern hotel room with a flat-screen TV mounted on a wooden console, a microwave, a small sink, and a yellow chair.
A Hampton Inn & Suites hotel entrance with a 'Welcome' sign, palm trees, and a well-lit facade.

9. Hampton Inn & Suites - Cape Coral/Fort Myers Area, FL

Hampton Inn & Suites - Cape Coral/Fort Myers Area, FL
Caloosahatchee
  • Swim laps in the sunshine at this Cape Coral oasis where pool days blend perfectly with comfort.
£76
includes taxes & fees
6 Sept - 7 Sept
Hampton Inn & Suites - Cape Coral/Fort Myers Area, FL
A nighttime view of a bar with a pool in front.
A restaurant with a high wooden ceiling, hanging flags, and a variety of flags and decorations.
A hotel entrance with a stone facade, a glass door, a staircase, and outdoor seating.
A lobby with a mural of dolphins, seating area, and a reception desk.

10. Dolphin Key Resort

Dolphin Key Resort
Caloosahatchee
  • Cool blue waters and swaying palms await at this Cape Coral resort with a stellar pool scene.
£82
includes taxes & fees
4 Sept - 5 Sept
Dolphin Key Resort
View all properties

Choose what matters most at hotels with a pool in Pine Island

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Pine Island Hotel Reviews

DiamondHead Beach Resort

DiamondHead Beach Resort

10/10 Excellent
"Excellent place"
David 2-night trip
Posted 3 hours ago
DiamondHead Beach Resort
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

10/10 Excellent
"El aire de mi cuarto no estaba bueno hacia calor"
Yaima 2-night trip
Posted 4 hours ago
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

8/10 Good
"the property was centrally located making my business journeys convient One thing I didn't care for was the 'luke-warm' swimming pool water. The daily room servicing and cleaning was appreciated, and parking was close by A small breakfast buffet would've been nice.. Otherwise all was great!"
Mark Vincent 7-night trip
Posted 5 hours ago
Baymont by Wyndham Fort Myers Central
Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

8/10 Good
"Very nice place and staff was very friendly."
Elines 2-night trip
Posted 5 hours ago
Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

10/10 Excellent
"A real nice get away for the weekend. Close to the beaches and fun and if you stay here you need to catch a Sanibel Causeway sunset. The pool is huge and real nice. The only downside, if there is one, is the lack of onsite food and drink but that’s well written and known before you book. Overall you can’t beat the price, the location and the cleanliness. It’s not on the beach but the beaches are a short drive away."
lawrence 1-night trip
Posted 8 hours ago
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

10/10 Excellent
"Beautiful hotel close to everything!"
Shawntelle 1-night trip
Posted 9 hours ago
The Lighthouse Resort Inn & Suites
The Westin Cape Coral Resort At Marina Village

The Westin Cape Coral Resort At Marina Village

10/10 Excellent
"Great stay! Awesome location."
Desiree 1-night trip
Posted 2 days ago
The Westin Cape Coral Resort At Marina Village

Explore a world of travel with Expedia