A waterfront with palm trees and a boat dock.

Find Hotels with a Pool in Pineland, FL

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Check availability on Pineland Hotels with a Pool

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Pineland hotels with a pool

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 1,582 total
includes taxes & fees
25 Aug - 26 Aug
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

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.
AED 377
AED 420 total
includes taxes & fees
1 Sep - 2 Sep
Fairfield Inn & Suites by Marriott Cape Coral/North Fort Myers

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.
AED 331
AED 369 total
includes taxes & fees
26 Aug - 27 Aug
Hampton Inn & Suites - Cape Coral/Fort Myers Area, FL

4. 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.
AED 331
AED 369 total
includes taxes & fees
21 Aug - 22 Aug
Residence Inn by Marriott Fort Myers Sanibel

5. 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 371
AED 414 total
includes taxes & fees
25 Aug - 26 Aug
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

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

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
AED 698
AED 1,455 total
includes taxes & fees
1 Sep - 2 Sep
NEW!! The “WATERSIDE” COTTAGE~With dockage

7. 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 470
AED 688 total
includes taxes & fees
14 Sep - 15 Sep
The Westin Cape Coral Resort At Marina Village

8. Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Matlacha
AED 512
AED 645 total
includes taxes & fees
23 Aug - 24 Aug
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!

9. 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 267
AED 298 total
includes taxes & fees
8 Sep - 9 Sep
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

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.
AED 364
AED 405 total
includes taxes & fees
4 Sep - 5 Sep
Dolphin Key Resort
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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 Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

10/10 Excellent
"Everything about this resort was amazing. The suite was immaculately cling the staff was very helpful very friendly. The food was tasty the breakfast lunch and dinner plus the wings. Amazing drinks were on point. The amenities were easy to access, relaxing. This is my go to spot whenever I go to Fort Myers this is a must visit spot. Everything is right there. You’re in a prime location."
Angela 2-night trip
Posted 9 hours ago
The Lighthouse Resort Inn & Suites
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

10/10 Excellent
"NA"
kevin 1-night trip
Posted 12 hours ago
Hilton Garden Inn Ft Myers
DiamondHead Beach Resort

DiamondHead Beach Resort

10/10 Excellent
"Very nice property!"
Bryan K. 3-night trip
Posted 19 hours ago
DiamondHead Beach Resort
Sanibel Inn

Sanibel Inn

10/10 Excellent
"Great location and beautiful hotel! So many options to do and see. The mattress needed to be turned as it had a big lump in the middle which made for horrible sleep but that won’t deter me from going back. I definitely will go back! We had a great time!"
Tracey Eileen 5-night trip
Posted 2 days ago
Sanibel Inn
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

10/10 Excellent
"We truly enjoyed our stay ( 7 nights ). Staff was great, Everyone! They work very hard to keep the place super clean. Breakfast was tasty ( cinnamon rolls ) with a large selection of fresh foods. Really enjoyed the pool and exercise room. The only challenge was only one elevator was working and it was an inconvenience for us due to being older, slower, and grouchy than most people :-). We will definitely be coming back again when we visit our Cape Coral family."
Brian 2-night trip
Posted 2 days ago
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

10/10 Excellent
"No security in the hotel"
joel 3-night trip
Posted 3 days ago
Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway
South Seas

South Seas

8/10 Good
"Good time, very nice mini vacation, property had a few water issues but staff responded prompt, be aware everything closes early. We ate at Harborside and food was very good, staff was very nice."
America 4-night trip
Posted 3 days ago
South Seas
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

10/10 Excellent
"This place was amazing. My son loved it, we had a wonderful time."
Sharon 2-night trip
Posted 4 days ago
Sundial Beach Resort & Spa

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.