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

Find Hotels with a Pool in Pineland, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pineland Hotels with a Pool

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Pineland hotels with a pool

A poolside area with lounge chairs and umbrellas, surrounded by palm trees and a clear view of the ocean.
A restaurant with multiple tables and chairs, large windows with a view of the ocean, and hanging pendant lights.
A beachside restaurant with outdoor seating, a pool area, and palm trees.
A beachfront hotel with a central entrance, outdoor seating, and palm trees.

1. South Seas

South Seas
Captiva
  • Waterfront resort offers 3 outdoor pools, waterpark with slides, and private beach access.
₩270,346
₩457,219 total
includes taxes & fees
Nov 11 - Nov 12
South Seas
A swimming pool with a white fence, a metal ladder, and a building with multiple windows and balconies in the background.
A modern hotel lobby with a leather sofa, a reception desk, and a seating area with a patterned rug.
A modern living room with a green sofa, a round coffee table, and a stone wall.
A multi-story hotel with a modern facade, a covered entrance, and a landscaped front area.

2. Fairfield Inn & Suites by Marriott Cape Coral/North Fort Myers

Fairfield Inn & Suites by Marriott Cape Coral/North Fort Myers
Hancock
  • Relax by the crystal blue waters of this pristine outdoor pool surrounded by shady umbrellas for perfect afternoon retreats.
₩151,971
₩169,449 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites by Marriott Cape Coral/North Fort Myers
A resort pool area with a large pool, lounge chairs, and umbrellas.
A spacious lobby with a staircase, large windows, and a chandelier.
A waterfront hotel with multiple buildings, a dock, and a calm body of water reflecting the structures.
A spacious living area with wicker furniture, a chandelier, and large windows offering a view of palm trees and a balcony.

3. Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa
Punta Rassa
  • Splash into vacation bliss with 3 outdoor pools, a spa sanctuary, and panoramic white sand beach views.
₩297,805
₩378,750 total
includes taxes & fees
Nov 15 - Nov 16
Marriott Sanibel Harbour Resort & Spa
A swimming pool with lounge chairs and palm trees.
A coffee station with two coffee machines, a coffee press, and various coffee cups and containers.
A modern bathroom with a white toilet, a large mirror, a sink with a wooden countertop, and a shower area.
A hotel room with a wooden desk, a chair, a flat-screen TV mounted on the wall, and a large wardrobe.

4. 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.
₩135,441
₩151,016 total
includes taxes & fees
Oct 22 - Oct 23
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
A resort with a central pool, multiple lounge areas, and a beach view.
A sandy pathway leading to a beach with palm trees and a clear sky.
A balcony with a view of the beach, palm trees, and a clear sky.
A table set for dining with a view of the sunset over the ocean.

5. Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa
Captiva
  • Discover a serene pool oasis with private beach access, where refreshing swims meet stunning sunsets over the bay.
₩287,398
₩367,147 total
includes taxes & fees
Nov 11 - Nov 12
Tween Waters Island Resort & Spa
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, and a building with a tiled roof.
An outdoor seating area with round tables and pink cushions, palm trees, and string lights against a twilight sky.
A balcony with a table and chairs, large windows, and a view of the sea.
A balcony with a view of a lake and distant city lights, two chairs, and a small table.

6. 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.
₩195,174
₩277,127 total
includes taxes & fees
Nov 15 - Nov 16
The Westin Cape Coral Resort At Marina Village
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A Hampton Inn & Suites hotel entrance with a 'Welcome' sign, palm trees, and a well-lit facade.
A modern hotel room with a flat-screen TV mounted on a wooden console, a microwave, a small sink, and a yellow chair.
A hotel room with a bed, a desk, a chair, a TV, and a mirror.

7. 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.
₩124,244
₩138,532 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites - Cape Coral/Fort Myers Area, FL
Pool
A hotel room with two beds, a desk, a chair, a television, and a window with blinds.
A gym with treadmills, exercise bikes, and a weightlifting area.
A modern kitchen area with a breakfast bar, fruit display, and a chalkboard menu.

8. Hampton Inn Fort Myers Downtown

Hampton Inn Fort Myers Downtown
Fort Myers River District
  • Luxurious outdoor pool retreat in downtown Fort Myers creates refreshing urban oasis.
₩152,847
₩170,426 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Fort Myers Downtown
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 room with two beds, a large mirror, and a view of the outdoors.

9. 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.
₩115,326
₩128,588 total
includes taxes & fees
Oct 18 - Oct 19
Residence Inn by Marriott Fort Myers Sanibel
A rooftop pool area with lounge chairs and umbrellas, a pool, and a building with multiple floors and balconies.
A modern bar area with a long counter, stools, and a view of the water.
An outdoor terrace with tables and chairs, overlooking a river and a bridge.
A modern bar area with a large counter, stools, and a view of the cityscape.

10. Luminary Hotel & Co., Autograph Collection

Luminary Hotel & Co., Autograph Collection
Fort Myers River District
  • Soak up the sun at this upscale riverside hotel with an outdoor pool and three on-site restaurants.
₩284,292
₩316,986 total
includes taxes & fees
Nov 1 - Nov 2
Luminary Hotel & Co., Autograph Collection
View all properties

Choose what matters most at hotels with a pool in Pineland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Pineland Hotel Reviews

The Westin Cape Coral Resort At Marina Village

The Westin Cape Coral Resort At Marina Village

10/10 Excellent
"Good"
Yunely 2-night trip
Posted 1 hour ago
The Westin Cape Coral Resort At Marina Village
Edison Beach House

Edison Beach House

10/10 Excellent
"Everything was good,no complains."
Maria 2-night trip
Posted 3 hours ago
Edison Beach House
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

10/10 Excellent
"I had very pleasant stay & the staff is very friendly & helpful!"
James 7-night trip
Posted 4 hours ago
Quality Inn Fort Myers Cape Coral
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"Everyone was so friendly and helpful and the rooms were very clean and well maintained."
Delaney 2-night trip
Posted 4 hours ago
Lani Kai Beachfront Resort
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

10/10 Excellent
"Room was available early. Upgraded with nice view of pool and parking close by. Bath towels double as pool towel but there were enough and room is refreshed everyday. Mattress was very firm. Like that they had rugs on both sides of bed to collect grime. Shower took awhile to warm up and leaked all over floor so the extra towels came in handy. Room had two refrigerators but no microwave. Location is amazing. Tiki bar is great. Always something going on. Happy hour from 11-4. Employees are great."
Jayne 2-night trip
Posted 5 hours ago
The Lighthouse Resort Inn & Suites
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

8/10 Good
"Front desk staff “Gabby” very helpful very kind"
Carol 1-night trip
Posted 6 hours ago
Hilton Garden Inn Ft Myers
Sanibel Island Beach Resort

Sanibel Island Beach Resort

10/10 Excellent
"Excellent resort… one complaint that I have is the rental car through Fox. Europe was never told to me that it was off premises just walk across the street. but the big promise is they try to double dip when I checked out they charge my credit card but did say they were gonna refund but I have to wait 3 to 5 days travel the world never had an experience like this."
Alan R 4-night trip
Posted 10 hours ago
Sanibel Island Beach Resort
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

10/10 Excellent
"Excelente"
Bernardo 1-night trip
Posted 13 hours ago
Baymont by Wyndham Fort Myers Central
Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

10/10 Excellent
"Na"
Zhear 5-night trip
Posted 1 day ago
Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

Frequently asked questions

What are some accommodations with pools in Pineland?
Margaritaville Beach Resort Fort Myers: Hotel located near Key West Express. Offers 4 restaurants, an outdoor pool, and a full-service spa. Lani Kai Beachfront Resort: Hotel located near Key West Express. Provides 3 restaurants, an outdoor pool, and 3 beach bars. Baymont by Wyndham Fort Myers Central: Hotel located near Edison and Ford Winter Estates. Features daily, an outdoor pool, and free self parking. Marriott Sanibel Harbour Resort & Spa: Offers 3 outdoor pools, an indoor pool, and 4 restaurants. Sanibel Island Beach Resort: Hotel, 5-minute walk from Sanibel Island Southern Beach. Features free self parking, an outdoor pool, and sun loungers.
What is there to see and do in Pineland?
The picturesque setting of Useppa Island and Cabbage Key showcase the area's natural beauty. Discover sights such as Calusa Heritage Trail and Randell Research Center during your stay.
When is the best time to book a hotel with a pool in Pineland?
You may want to consider an accommodation that has an outdoor pool if you'll be visiting Pineland in the driest months of February, December, or March when the average rainfall is 1 inches. Lodging with an indoor pool may be what you want if you are visiting during the rainiest months of August, June, and September when the average rainfall is 7 inches.

Explore a world of travel with Expedia