A waterfront with palm trees and a boat dock.

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
Aug 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Pineland hotels with a pool

1. 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.
₩149,058
₩166,200 total
includes taxes & fees
Sep 3 - Sep 4
Fairfield Inn & Suites by Marriott Cape Coral/North Fort Myers

2. 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.
₩123,084
₩137,240 total
includes taxes & fees
Sep 15 - Sep 16
Residence Inn by Marriott Fort Myers Sanibel

3. 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.
₩127,518
₩142,182 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn & Suites - Cape Coral/Fort Myers Area, FL

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.
₩138,128
₩154,013 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

5. Best Western Fort Myers Waterfront

Best Western Fort Myers Waterfront
Hancock
  • Waterfront bliss awaits with a sparkling outdoor pool and poolside dining for sun-soaked relaxation in Fort Myers.
₩120,896
₩134,799 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Fort Myers Waterfront

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.
₩162,614
₩242,700 total
includes taxes & fees
Sep 20 - Sep 21
The Westin Cape Coral Resort At Marina Village

7. Allure Suites

Allure Suites
McGregor
  • Float in McGregor's sun-drenched outdoor pool, a refreshing oasis for adults and supervised teens.
₩92,997
₩103,691 total
includes taxes & fees
Sep 12 - Sep 13
Allure Suites

8. Dolphin Key Resort

Dolphin Key Resort
Caloosahatchee
  • Cool blue waters and swaying palms await at this Cape Coral resort with a stellar pool scene.
₩136,258
₩151,935 total
includes taxes & fees
Sep 4 - Sep 5
Dolphin Key Resort

9. 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.
₩92,421
₩103,511 total
includes taxes & fees
Sep 12 - Sep 13
Baymont by Wyndham Punta Gorda/Port Charlotte
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

8/10 Good
"The property was really nice the staff was good . The only suggestion I have would be to do something about the stuffy and smell in the hallway to the rooms. The other suggestion would be calibrate the ac and thermostat the room was either to hot or to cold there was no median temperature."
Drew 4-night trip
Posted 1 hour ago
Sanibel Island Beach Resort
Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

10/10 Excellent
"The room was clean and the staff was extremely accommodating and helpful. All of the staff were great and especially Jesse at the front desk. The breakfast was always fresh and delicious and we enjoyed the rotating options!"
Brandon 4-night trip
Posted 3 hours ago
Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway
DiamondHead Beach Resort

DiamondHead Beach Resort

10/10 Excellent
"I loved my stay here! The amenities were fantastic, including the bar, food, and live music. On top of that, the staff was very friendly and helpful.""
Ivan 3-night trip
Posted 5 hours ago
DiamondHead Beach Resort
Edison Beach House

Edison Beach House

10/10 Excellent
"Beautiful place, inside and out. Friendly, helpful staff. Clean, well kept pool."
Tara 2-night trip
Posted 14 hours ago
Edison Beach House
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

8/10 Good
"So nice to have the benefit of being able to enjoy both the beach side and bay side."
Lisa 2-night trip
Posted 14 hours ago
Tween Waters Island Resort & Spa
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

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

10/10 Excellent
"It’s a good choice."
Artemi 2-night trip
Posted 17 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
"Love the place. Breakfast is included , buffet style. The beach was calm and pool was warm. Complimentary kayaking or stand up paddle board. Other water sport activities on site for a fee. Didn’t get to try the massage but they have them on site. Plenty of restaurants and bars in the area. We will be back"
Jenny 2-night trip
Posted 19 hours ago
Pink Shell Beach Resort and Marina
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 1 day ago
Baymont by Wyndham Fort Myers Central
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

10/10 Excellent
"Beautiful hotel close to everything!"
Shawntelle 1-night trip
Posted 1 day ago
The Lighthouse Resort Inn & Suites

Frequently asked questions

What are some accommodations with pools in Pineland?
Margaritaville Beach Resort Fort Myers: Hotel, 2-minute walk from Estero Boulevard Beach. Features 4 restaurants, an outdoor pool, and a full-service spa. Baymont by Wyndham Fort Myers Central: Offers daily, an outdoor pool, and free self parking. Lani Kai Beachfront Resort: Hotel, 9-minute walk from Estero Boulevard Beach. Provides 3 restaurants, an outdoor pool, and 3 beach bars. Marriott Sanibel Harbour Resort & Spa: Features 3 outdoor pools, an indoor pool, and 4 restaurants. Sanibel Island Beach Resort: Hotel, 5-minute walk from Sanibel Island Southern Beach. Offers 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