A waterfront with palm trees and a boat dock.

Find Hotels with a Pool in Pineland, FL from CA $85

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Check availability on Pineland Hotels with a Pool

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Pineland hotels with a pool

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.

1. 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
CA $251
CA $649 total
includes taxes & fees
Oct 24 - Oct 25
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
A swimming pool with a white fence, a metal ladder, and a building with multiple windows and balconies in the background.
A multi-story hotel with a modern facade, a covered entrance, and a landscaped front area.
A modern dining area with a central island, multiple tables, and chairs.
A modern hotel lobby with a leather sofa, a reception desk, and a seating area with a patterned rug.

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.
CA $162
CA $181 total
includes taxes & fees
Oct 18 - Oct 19
Fairfield Inn & Suites by Marriott Cape Coral/North Fort Myers
A swimming pool with lounge chairs and palm trees.
A hotel room with a wooden desk, a chair, a flat-screen TV mounted on the wall, and a large wardrobe.
A coffee station with two coffee machines, a coffee press, and various coffee cups and containers.
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a window with curtains.

3. 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.
CA $146
CA $163 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
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 view of a lake and distant city lights, two chairs, and a small table.
A balcony with a table and chairs, large windows, and a view of the sea.

4. 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.
CA $208
CA $295 total
includes taxes & fees
Oct 25 - Oct 26
The Westin Cape Coral Resort At Marina Village
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
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.
A hotel room with a bed, a desk, a chair, a TV, and a mirror.

5. 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.
CA $132
CA $147 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites - Cape Coral/Fort Myers Area, FL
A pool area with lounge chairs and a building with a red roof.
A beach with a variety of seashells and pebbles.
A landscaped area with palm trees and a view of the ocean.
A hotel room with a bed, a view of the beach, and a window with curtains.

6. Sanibel Island Beach Resort

Sanibel Island Beach Resort
Mid Island
  • Dive into refreshing poolside bliss at a beachfront resort where coastal views meet vacation cool.
CA $255
CA $323 total
includes taxes & fees
Oct 15 - Oct 16
Sanibel Island Beach Resort
A swimming pool with a brick deck, surrounded by a fence and a building with a blue roof.
A spacious living area with a curved grey sofa, a flat-screen TV, and a dining area with chairs and a table.
A hotel room with a large bed, a ceiling fan, a desk, and a window.
A spacious living area with a grey sectional sofa, a glass coffee table with flowers, and a kitchen in the background.

7. Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte
Punta Gorda
  • Dive into poolside bliss with a spacious outdoor pool, shaded umbrellas, and a relaxing hot tub at this centrally located motel.
CA $97
CA $108 total
includes taxes & fees
Oct 23 - Oct 24
Baymont by Wyndham Punta Gorda/Port Charlotte
A swimming pool area with lounge chairs, a small building, and a basketball court surrounded by palm trees and greenery.
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.
A spacious dining area with multiple tables and chairs, large windows, and a modern chandelier.

8. 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.
CA $122
CA $136 total
includes taxes & fees
Oct 15 - Oct 16
Residence Inn by Marriott Fort Myers Sanibel
A nighttime view of a bar with a pool in front.
A lobby with a mural of dolphins, seating area, and a reception desk.
A thatched-roof outdoor seating area surrounded by lush tropical foliage.
A restaurant with a high wooden ceiling, hanging flags, and a variety of flags and decorations.

9. Dolphin Key Resort

Dolphin Key Resort
Caloosahatchee
  • Cool blue waters and swaying palms await at this Cape Coral resort with a stellar pool scene.
CA $135
CA $151 total
includes taxes & fees
Nov 9 - Nov 10
Dolphin Key Resort
A pool area with a hot tub, lounge chairs, and palm trees.
An outdoor patio with wicker furniture, a fire feature, and string lights.
A modern kitchen with a central island, bar stools, and hanging pendant lights.
A modern hotel reception area with a large counter, a digital check-in station, and a view of the outdoor patio through large windows.

10. Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers
Villas
  • Splash into comfort at this Fort Myers hotel with an outdoor pool and soothing hot tub.
CA $143
CA $159 total
includes taxes & fees
Oct 17 - Oct 18
Hilton Garden Inn Ft Myers
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

Sanibel Island Beach Resort

Sanibel Island Beach Resort

10/10 Excellent
"Very nice place to stay right on the beach with nice pool as well."
Cary 2-night trip
Posted 2 hours ago
Sanibel Island Beach Resort
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

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

10/10 Excellent
"I absolutely loved it here at this hotel. I came here due to the pool and it did not disappoint. It’s a 22 m pool so I was able to do lapses. People complain. It was too cold, but I found the water actually warm. The only sad part is that I did not stay the entire week as it was hurricane season and I was not able to do anything due to the rain. Next time I will make sure to book when it’s not gray and rainy. Aside from that the rooms were a little muggy and humid due to the temperature outside but nothing the hotel can do anything about. It is definitely not a luxury hotel but it really worked well for me. The wonderful young man at the front desk with the red hair and blue eyes was so kind. They were able to give me a refund for the remaining days with no questions asked. The breakfast was stunning and delicious, the coffee in the lobby was wonderful. The breakfast room unlike many other hotel was large and spacious so you didn’t have to struggle to find a spot. I really wanna come back at this hotel but like I said, at better times with better weather I highly recommend this hotel as it is incredible deal for your budget. Keep in mind that the cab ride from airport to this hotel is about $50 as it’s not in the centre of town. There is a bus that runs nearby, but not that simple to get and stops running at certain times. Thank you to all the wonderful stuff at this hotel, even though my stay was short it was sweet"
Kathy 7-night trip
Posted 6 hours ago
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

10/10 Excellent
"Wish we didn't have to pay for "front row seating" by the pool or in front of the ocean. The resort fee should cover all of that. The cabanas make sense to pay for, so they arn't always taken, and to keep them nice. There were no ice filling stations. (The ice in our freezer smelled like fish) I love how they are both kid friendly and luxury(adults only) at the same time. Advertised 30% off of spa treatments, but wouldn't let my daughter (10 years get a massage with me, and then when we asked to schedule pedicures instead, they didn't have staff for pedicures for either of us... The food was decent, but there were more fancy options. I would like more options for kids, or even picky eaters in general. Overall was a wonderful stay. I will add the ENTIRE staff was some of the most kind, considerate, welcoming, informative, and friendly staff members out of any hotel I have ever stayed! Bravo for hiring wonderful people!"
Laura 4-night trip
Posted 9 hours ago
Pink Shell Beach Resort and Marina
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

10/10 Excellent
"I love everything about this hotel"
Yunior 1-night trip
Posted 12 hours ago
Marriott Sanibel Harbour Resort & Spa
Candlewood Suites Fort Myers Sanibel Gateway by IHG

Candlewood Suites Fort Myers Sanibel Gateway by IHG

10/10 Excellent
"Excellent"
arlene 2-night trip
Posted 19 hours ago
Candlewood Suites Fort Myers Sanibel Gateway by IHG
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

10/10 Excellent
"Friendly professional staff, clean rooms and good selection of food and drinks after dark"
James 2-night trip
Posted 23 hours ago
Hilton Garden Inn Ft Myers
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

8/10 Good
"Our room was clean, though a little musty smelling, and there was a huge puddle of water, in our room below the window (water leak, from rain?). beds were CLEAN, and sheets were clean. Stay was quiet, and for a VERY FAIR price, the breakfast WAS decent. For the money, it is HARD to beat. Thank you!"
william 1-night trip
Posted 2 days ago
Quality Inn Fort Myers Cape Coral
Edison Beach House

Edison Beach House

10/10 Excellent
"Excellent"
Madelin 3-night trip
Posted 2 days ago
Edison Beach House

Frequently asked questions

What are some accommodations with pools in Pineland?
Tiki Hut Paradise 4-bedroom Bokeelia House w Golf Cart Tesla Charger Island Time: Hotel located near Key West Express. Offers 4 restaurants, an outdoor pool, and a full-service spa. Margaritaville Beach Resort Fort Myers: Hotel located near Key West Express. Provides 3 restaurants, an outdoor pool, and 3 beach bars. Lani Kai Beachfront Resort: Hotel located near Edison and Ford Winter Estates. Features daily, an outdoor pool, and free self parking. Baymont by Wyndham Fort Myers Central: Offers 3 outdoor pools, an indoor pool, and 4 restaurants. Marriott Sanibel Harbour Resort & Spa: 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.

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