Big Pine Key Hotels with Swimming Pool

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Top Big Pine Key Hotels with Swimming Pools

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (274)
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
Old Wooden Bridge Resort and Marina

Sunshine Key RV Resort & Marina

2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (159)
"Todo perfect"
Mexico
Rachel
The price is RM1,255
RM1,412 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sunshine Key RV Resort & Marina

Sugar Loaf Lodge

2.5 star property
Summerland Key
8.2 out of 10, Very good, (1003)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is RM407
RM458 total
includes taxes & fees
7 Dec - 8 Dec
Sugar Loaf Lodge

Banana Bay Resort & Marina

3.0 star property
Marathon
7.6 out of 10, Good, (1024)
"Loved the private area by the water with Hammocks"
United States
scott
The price is RM515
RM741 total
includes taxes & fees
16 Dec - 17 Dec
Banana Bay Resort & Marina

Gulf View Waterfront Resort

2.5 star property
Marathon
8.6 out of 10, Excellent, (522)
"Great property to stay! "
United States
Fernando
The price is RM412
RM464 total
includes taxes & fees
18 Dec - 19 Dec
Gulf View Waterfront Resort

Parmer's Resort

2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1000)
"Breakfast options, a heated pool"
United States
Ricardo
The price is RM474
RM667 total
includes taxes & fees
14 Dec - 15 Dec
Parmer's Resort

Kingsail Resort

2.0 star property
Marathon
8.6 out of 10, Excellent, (1034)
"Good staf "
United States
Erasmo
The price is RM362
RM407 total
includes taxes & fees
14 Dec - 15 Dec
Kingsail Resort

Bonefish Bay Motel

2.5 star property
Marathon
9.2 out of 10, Wonderful, (482)
"Very nice place. Room was clean and staff very nice."
United States
MARILA
Bonefish Bay Motel
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.

Top Big Pine Key Hotel Reviews

Frequently asked questions

What are some hotels with pools in Big Pine Key?
Old Wooden Bridge Resort and Marina: Features free self parking, an outdoor pool and complimentary wireless Internet access. Barnacle Resort: Features a private beach, an outdoor pool and sunloungers. Sunshine Key RV Resort & Marina: Hotel located near Sombrero Beach. Features a full-service spa, 5 outdoor swimming pools and 2 bars. Isla Bella Beach Resort & Spa: Hotel located near Sombrero Beach. Offers 2 outdoor tennis courts, an outdoor pool and daily. Banana Bay Resort & Marina: Provides a snack bar/deli, 2 outdoor swimming pools and buffet.
What is there to see and do in Big Pine Key?
Make a point to visit attractions such as Calusa Beach and Blue Hole. Discover sights such as Bahia Honda State Park, Florida Keys Beaches and Big Pine Key Flea Market during your stay.
When is the best time to book a hotel with a pool in Big Pine Key?
Taking the local weather in Big Pine Key into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Big Pine Key is 920 mm.