A waterfront with palm trees and a boat dock.

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Check availability on Pineland Hotels with a Pool

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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 two-story house with a covered driveway, palm trees, and a pond in the background.
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".

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
AED 578
AED 1,538 total
includes taxes & fees
16 Oct - 17 Oct
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
A resort pool area with multiple sun loungers and umbrellas, surrounded by palm trees and a view of the ocean.
A beach with palm trees, string lights, and beach chairs.
A restaurant with multiple tables and chairs, large windows with a view of the ocean, and hanging pendant lights.
A beachfront hotel with a central entrance, outdoor seating, and palm trees.

2. South Seas

South Seas
Captiva
  • Waterfront resort offers 3 outdoor pools, waterpark with slides, and private beach access.
AED 820
AED 1,351 total
includes taxes & fees
25 Oct - 26 Oct
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 dining area with a central island, multiple tables, and chairs.
A multi-story hotel with a modern facade, a covered entrance, and a landscaped front area.

3. 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.
AED 418
AED 466 total
includes taxes & fees
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Cape Coral/North Fort Myers
A pool area with lounge chairs and a building with a red roof.
A landscaped area with palm trees and a view of the ocean.
A beach with a variety of seashells and pebbles.
A hotel room with a bed, a view of the beach, and a window with curtains.

4. 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.
AED 657
AED 835 total
includes taxes & fees
5 Oct - 6 Oct
Sanibel Island Beach Resort
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.

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.
AED 537
AED 763 total
includes taxes & fees
25 Oct - 26 Oct
The Westin Cape Coral Resort At Marina Village
A Holiday Inn Express hotel with a pool area, including lounge chairs and umbrellas.
A hotel room with a wooden desk, a chair, a flat-screen TV mounted on the wall, and a large wardrobe.
A modern bathroom with a white toilet, a large mirror, a sink with a wooden countertop, and a shower area.
A coffee station with two coffee machines, a coffee press, and various coffee cups and containers.

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.
AED 378
AED 422 total
includes taxes & fees
11 Oct - 12 Oct
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
A resort with a central pool, multiple lounge areas, and a beach view.
A covered porch with a view of the sea, a white railing, and two Adirondack chairs.
A balcony with a view of the beach, palm trees, and a clear sky.
A sandy pathway leading to a beach with palm trees and a clear sky.

7. 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.
AED 923
AED 1,158 total
includes taxes & fees
6 Oct - 7 Oct
Tween Waters Island Resort & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A modern hotel lobby with a seating area, a reception desk, and a dining area.
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.

8. 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.
AED 347
AED 386 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites - Cape Coral/Fort Myers Area, FL
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, white chairs, and a yellow accent wall.
A nighttime view of a paved pathway flanked by palm trees and a building with illuminated windows.

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

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
AED 918
AED 1,712 total
includes taxes & fees
5 Oct - 6 Oct
NEW!! The “WATERSIDE” COTTAGE~With dockage
A hotel pool area with multiple lounge chairs and umbrellas, surrounded by a fence and palm trees.
A spacious indoor dining area with high ceilings, large windows, and modern orange chairs and white tables.
A modern lobby with a fireplace, seating area, and artwork.
A modern lobby with a white brick wall, a flat-screen TV, and colorful abstract paintings. There are several seating areas with different styles of chairs.

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

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway
Fort Myers
  • Poolside paradise awaits with serene outdoor relaxation after beach adventures.
AED 294
AED 328 total
includes taxes & fees
11 Oct - 12 Oct
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway
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

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

10/10 Excellent
"Lo que no me gustó es que se podía oir el personal de sevicio hablar por los pasillos en voz alta desde muy temprano"
Pavel 1-night trip
Posted 8 hours ago
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

8/10 Good
"NOT FAMILY FRIENDLY. But is a great place. Music last until 12 both nights. Tiki bar was Tiking. Tiki bar is nice. Room was clean, cold( great for Florida heat). Night stands need to be replaced. Very small. Shower was hot, when needed. Colby was wonderful!! Answered all of my questions, and was very friendly. Would stay again."
Elliot 1-night trip
Posted 10 hours ago
The Lighthouse Resort Inn & Suites
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"This is my all time 'go-to' beach resort in Florida. Period ! Rooms are amazing...beds are so comfortable! (Wish I knew what brand !) Plus balconies allow smoking! Hard to find. This is a place you can park and never leave. Amazing restaurants and bars right on site. The food and swrvice are ALWAYS on point ! As for beach time...rent some chairs and they bring your drinks (and food) right to you....waterfront!! And cheaper than I can get at my home bar back in po-dunk in Missouri. Plus lots of watersports like parasailing and jet ski rentals available at a reasonable price. I come here 2 or 3 times a year...and bring friends when they can travel ! A definite 💯 ++++ plus!!!! I highly recommend this for any travel to ft Myers beach !!!! Best place !!"
Deborah 5-night trip
Posted 12 hours ago
Lani Kai Beachfront Resort
Edison Beach House

Edison Beach House

10/10 Excellent
"Beautiful view!"
Lina 2-night trip
Posted 19 hours ago
Edison Beach House
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

10/10 Excellent
"Good"
Tatiana 1-night trip
Posted 2 days ago
Quality Inn Fort Myers Cape Coral
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

8/10 Good
"The property was clean and people very friendly. I would stay again!"
Alison 2-night trip
Posted 3 days ago
Courtyard by Marriott Fort Myers Cape Coral
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

10/10 Excellent
"Tiki bar and restaurants were excellent and very good prices for excellent food. All staff were so helpful. So much to do. Rooms were spacious and comfy"
Charles 3-night trip
Posted 3 days ago
Sundial Beach Resort & Spa

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.