Find Hotels with a Pool in Pine Island, FL

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Top Pine Island Hotels with a Pool

NEW!! The “WATERSIDE” COTTAGE~With dockage

Bokeelia
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
10.0 out of 10, Exceptional, (41)
$334 nightly
The price is $368
Dec 1 - Dec 2
Total with taxes and fees
NEW!! The “WATERSIDE” COTTAGE~With dockage

Redfish @ 2 Fish Inn Waterfront Location

Saint James City
  • Pool
  • Air conditioning
  • Parking available
  • Laundry
  • Microwave
  • Kitchen
9.4 out of 10, Exceptional, (12)
$264 nightly
The price is $290
Dec 5 - Dec 6
Total with taxes and fees
Redfish @ 2 Fish Inn Waterfront Location

Tarpon @ 2 Fish Inn with Pool and Dockage on Pine Island

Saint James City
  • Pool
  • Air conditioning
  • Parking available
  • Laundry
  • Microwave
  • Kitchen
9.8 out of 10, Exceptional, (17)
$265 nightly
The price is $291
Dec 1 - Dec 2
Total with taxes and fees
Tarpon @ 2 Fish Inn with Pool and Dockage on Pine Island

Blue Crab Key Condo! Two Bedroom Two Bathroom!

Bokeelia
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Parking available
$507 nightly
The price is $559
Dec 1 - Dec 2
Total with taxes and fees
Blue Crab Key Condo! Two Bedroom Two Bathroom!

Lani Kai Beachfront Resort

3.5 star property
Fort Myers Beach
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
9.0 out of 10, Wonderful, (1047)
Sparkling waters beckon at the seasonal outdoor pool, complete with comfortable loungers and refreshing poolside bar service. Just steps away, white sand beaches offer volleyball and stunning ocean panoramas, while 2 beachside bars serve tropical drinks under magnificent sunsets.
$169 nightly
The price is $189
Dec 2 - Dec 3
Total with taxes and fees
Lani Kai Beachfront Resort

Matanzas Inn Bayside Resort and Marina

3.0 star property
Fort Myers Beach
  • Outdoor pool
  • Near the beach
  • Hot tub
9.2 out of 10, Wonderful, (1011)
Aquatic adventures await at this waterfront oasis where the pristine outdoor pool overlooks scenic canals. Steps from the beach, this revitalized hotel combines poolside relaxation with easy access to boating, fishing, and coastal dining.
$85 nightly
The price is $92
Dec 2 - Dec 3
Total with taxes and fees
Matanzas Inn Bayside Resort and Marina

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 star property
Caloosahatchee
  • Outdoor pool
  • Pool loungers
9.2 out of 10, Wonderful, (1038)
Sparkling outdoor pool beckons with comfortable sun loungers after exploring nearby restaurants and shops. Guests praise the immaculate grounds, spacious rooms with private balconies, and complimentary breakfast buffet at this serene Cape Coral retreat.
$80 nightly
The price is $89
Dec 16 - Dec 17
Total with taxes and fees
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Residence Inn by Marriott Fort Myers Sanibel

3.0 star property
Fort Myers
  • Outdoor pool
  • Near the beach
  • Hot tub
8.6 out of 10, Excellent, (1010)
Sparkling waters beckon at this Fort Myers retreat, where an outdoor pool and relaxing hot tub complement active options like volleyball and basketball courts. Adventurous guests appreciate nearby kayaking, sailing, and hiking trails.
$95 nightly
The price is $106
Dec 1 - Dec 2
Total with taxes and fees
Residence Inn by Marriott Fort Myers Sanibel

Latitude 26 Waterfront Boutique Resort - Fort Myers Beach

2.5 star property
Siesta Isle
  • Outdoor pool
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (1013)
Splash into serenity at the sun-drenched outdoor pool complete with free cabanas, loungers, and umbrellas. Beyond swimming, guests enjoy complimentary bicycles, kayaks, and fishing poles while gardens with cozy firepits offer peaceful sunset marina views.
$98 nightly
The price is $110
Dec 1 - Dec 2
Total with taxes and fees
Latitude 26 Waterfront Boutique Resort - Fort Myers Beach

Latitude 26 Waterfront Boutique Resort - Bonita Springs

3.0 star property
Bonita Springs
  • Outdoor pool
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (691)
Poolside paradise awaits at this boutique waterfront resort where sun loungers surround a refreshing outdoor pool with spectacular views. Complimentary bicycles, kayaks, and a cozy fire pit enhance this serene sanctuary near Bonita Beach Park.
$100 nightly
The price is $110
Dec 1 - Dec 2
Total with taxes and fees
Latitude 26 Waterfront Boutique Resort - Bonita Springs
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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