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Hotels with Pools in Summerland Key

Find the hotels with pools that appeal to you the most

The best hotels with pools in Summerland Key

Check out our pick of great hotels with pools in Summerland Key

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Looe Key Reef Resort and Dive Center

Summerland Key

Located in the Florida Keys, this Ramrod Key resort features a full-service dive center, an outdoor pool and Tiki Bar. Select rooms include a microwave and small refrigerator.

L
Lisa
From
United States
The food was very good and prepared in a timely manner and was good the flavor and all .
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 369 reviews
Price from
US$138.06
1 night, 2 adults
Check availability

Parmer's Resort

Little Torch Key (Near Summerland Key)

Facing the beachfront, Parmer's Resort offers 2-star accommodation in Little Torch Key and has an outdoor swimming pool, private beach area and shared lounge.

M
Maria
From
United States
Atencion del personal del resort, limpieza, tranquilidad
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 436 reviews
Price from
US$153.12
1 night, 2 adults
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Island Oasis ~ YOUR Paradise Awaits!

Cudjoe Key (Near Summerland Key)

Set in Cudjoe Key, Island Oasis ~ YOUR Paradise Awaits! offers accommodation with a private pool, a balcony and sea views. A hot tub is available for guests.

A
Ani
From
Croatia
Good location, close to Key West and other attractions across the Keys. Quiet neighborhood. Helpful hosts and receptionists. Very cozy place, with a nice terrace, lovely view, comfortable rooms and well-equipped. We enjoyed our stay.
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
Price from
US$335.70
1 night, 2 adults
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Old Wooden Bridge Resort & Marina

Big Pine Key (Near Summerland Key)

Located in Big Pine Key, 40 km from Florida Keys Aquarium Encounters and 30 km from Seven Mile Bridge, Old Wooden Bridge Resort & Marina provides sea views and free WiFi.

T
Tomas
From
Germany
Absolutely new unit, weeks old. Clean, spacious, perfect. We loved it.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 265 reviews
Price from
US$193.50
1 night, 2 adults
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Sunshine Key RV Resort & Marina

Big Pine Key (Near Summerland Key)

Located in Big Pine Key, within 600 metres of Sandspur Beach and 23 km of Florida Keys Aquarium Encounters, Sunshine Key RV Resort & Marina provides accommodation with an outdoor swimming pool and as...

R
Rulene
From
South Africa
The resort was beautiful! We enjoyed our stay in the RV as it was a first for us. The resort is centrally located in the Keys, close enough to Marathon or Big Pine and even Key West.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 64 reviews
Price from
US$270
1 night, 2 adults
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Sugarloaf Lodge

Sugarloaf Shores (Near Summerland Key)

Located in Key West, Florida, this lodge features an outdoor pool and a tennis court. It is 10 minutes’ drive from Key West International Airport.

P
Patrik
From
Sweden
Super nice place with an awesome view!
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 447 reviews
Price from
US$169
1 night, 2 adults
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Sugarloaf Key Hotel at KOA Resort

Hotel in Summerland Key

Situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum, Sugarloaf Key Hotel at KOA Resort features accommodation with an outdoor swimming pool, free private parking, a private beach...

J
Julia Claire
From
United Kingdom
Very clean comfortable suite with a terrace. Easy access to Key West and perfect for a couple of nights visit.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 239 reviews
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Sugarloaf Key RV Resort & Cottages

Summerland Key

Offering an outdoor swimming pool and lake view, Sugarloaf Key RV Resort & Cottages is situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum and 32 km from Duval Street.

s
silvio
From
Italy
Super cozy, spatious and clean location. Great position to enjoy the Keys
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
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Tree Top Paradise

Cudjoe Key (Near Summerland Key)

Boasting air-conditioned accommodation with a private pool, quiet street view and a patio, Tree Top Paradise is set in Cudjoe Key.

A
Amanda
From
United States
The screened in porch was lovely! The whole place was beautifully decorated and comfortable. The palm trees and palms were surrounding the house and it was so nice. Would definitely stay here again!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 39 reviews
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Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key (Near Summerland Key)

Set in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, Pelican's Roost, Waterfront comfort at Venture Out offers a private beach area and air conditioning.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 21 reviews
Check availability
All hotels with pools in Summerland Key

Looking for a hotel with pools?

‘Does it have a pool?’ is arguably one of the most common questions when booking a stay in any location. These hotels offer a great way to keep active during your holiday without having to hit the gym. Indoor pools allow you to practice your backstroke come rain or shine, whereas outdoor options allow you to relax on a sun lounger after swimming a few lengths.

Most booked hotels with pools in Summerland Key and surroundings in the past month

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Popular with guests booking hotels with pools in Summerland Key

Popular with guests booking hotels with pools in Summerland Key

Popular with guests booking hotels with pools in Summerland Key

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking hotels with pools in Summerland Key

Popular with guests booking hotels with pools in Summerland Key

Popular with guests booking hotels with pools in Summerland Key

Popular with guests booking hotels with pools in Summerland Key

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews

Popular with guests booking hotels with pools in Summerland Key

Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 369 reviews

Popular with guests booking hotels with pools in Summerland Key

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 239 reviews

Popular with guests booking hotels with pools in Little Torch Key

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 436 reviews

Save money on pools in Summerland Key and nearby – budget options available

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 20 reviews

Featuring sea views, NAUTILUS...ocean front cottage retreat ~ provides accommodation with a private beach area, pool with a view and a garden, around 37 km from Ernest Hemingway Home and Museum.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 19 reviews

37 km from Ernest Hemingway Home and Museum in Cudjoe Key, OCEANIA... Water front cottage retreat ~ offers accommodation with access to a sauna and hot tub.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 21 reviews

Set in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, Pelican's Roost, Waterfront comfort at Venture Out offers a private beach area and air conditioning.

Rv Lot in Paradise

Cudjoe Key
Budget options available

Rv Lot in Paradise, a property with a tennis court, is set in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum, 38 km from Duval Street, as well as 38 km from Southernmost Point.

Boasting air-conditioned accommodation with a patio, Oceanview Retreat with 60ft Seawall is situated in Cudjoe Key.

Serenity Now Seaside Escape - Brand New Build! is set in Cudjoe Key, 38 km from Ernest Hemingway Home and Museum, 38 km from Duval Street, as well as 38 km from Southernmost Point.

Tree Top Paradise

Cudjoe Key
Budget options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 39 reviews

Boasting air-conditioned accommodation with a private pool, quiet street view and a patio, Tree Top Paradise is set in Cudjoe Key.

The Mermaid Manor

Cudjoe Key
Budget options available

Situated in Cudjoe Key, The Mermaid Manor features accommodation with a private pool, a balcony and sea views. With pool views, this accommodation offers a patio.

Enjoy breakfast in Summerland Key and nearby

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 436 reviews

Facing the beachfront, Parmer's Resort offers 2-star accommodation in Little Torch Key and has an outdoor swimming pool, private beach area and shared lounge.

From US$284.63 per night

Boasting air-conditioned accommodation with a private pool, Parrotfish Pointe is set in Cudjoe Key. This beachfront property offers access to a balcony.

Boasting air-conditioned accommodation with a balcony, Salty Air Retreat is situated in Little Torch Key. This holiday home also has a private pool.

Set in Little Torch Key, 40 km from Florida Keys Aquarium Encounters and 46 km from Ernest Hemingway Home and Museum, Blackbeard Retreat offers an outdoor swimming pool and air conditioning.

Boasting an outdoor pool and sea views, Walk to Beach! Key West Paradise with Ocean View is set in Cudjoe Key. The air-conditioned accommodation is 34 km from Ernest Hemingway Home and Museum.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Located in Cudjoe Key in the Florida region and Ernest Hemingway Home and Museum reachable within 34 km, Ocean View with Pool, 4 bedroom Vila Near Key West provides accommodation with free WiFi, a...

Situated in Cudjoe Key, 34 km from Duval Street and 34 km from Southernmost Point, Eco Friendly Secluded OceanView Pool near Key West offers air conditioning.

Situated in Cudjoe Key, 34 km from Ernest Hemingway Home and Museum and 34 km from Duval Street, Newly built home in Cudjoe Key offers a terrace and air conditioning.

Hotels with a pool that guests love in Summerland Key

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Sugarloaf Key RV Resort & Cottages

Hotel with Pools in Summerland Key
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
This is a great place, it's thought of everything- kayaks, bikes, aquacabanas, hammocks, a spacious design between cabins, rvs and sites with surrounding water and wetlands. We were a couple in a beautiful cabin but could see it's great for families too. The pool was a highlight too!
Guest review by
annette
Young couple

Sugarloaf Key RV Resort & Cottages

Hotel with Pools in Summerland Key
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
Everything was perfect. Great location, great amenities, pool was warm, kayaks and paddle boards easily accessible. House was spotless and very well maintained. Great dinning and live music across the street!
Guest review by
Brett
Family with young children

Sugarloaf Key RV Resort & Cottages

Hotel with Pools in Summerland Key
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
We stayed in one of the bungalows on the property. We loved that it was right on the water & had many amenities to take advantage of, including a pool, kayaks, and the "aquabanas". Our bungalow was new, clean, & very easy to find with the instructions & map provided. Only a 30 min drive to Key West...some may say this is a disadvantage but we loved being able to retreat back to a quieter area in the Keys after being in Key West during the day.
Guest review by
Olivia
Young couple

Sugarloaf Key RV Resort & Cottages

Hotel with Pools in Summerland Key
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
The cabin was very clean. Most of the things inside are working well. Our cabin was facing the lake. Very beautiful view when you are up having your coffee in the morning. The pool was nice but we didn’t have time to use it. We used the kayak and we were having fun especially during sunset. The floating cabana was impressive. We wish we have friends to have a party there.
Guest review by
Geraldine
Young couple

Sugarloaf Key RV Resort & Cottages

Hotel with Pools in Summerland Key
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
We stayed in one of the cottages. It was very clean, with a nice layout. The amenities were wonderful. There is a big tiki hut for social gathering, as well as a fire pit. We used the pool, kayaks and the "aquabanas" (floating seating with table and covering for shade) and played corn hole. There was live music, also. We were near the pool and the big tiki hut, but it was very quiet at night. The staff was very friendly. The location was great! Only 20 minutes to Key West.
Guest review by
Diane
Young couple

Looe Key Reef Resort and Dive Center

Hotel with Pools in Summerland Key
Avg. price/night: US$159.46
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 369 reviews
Yep. Comfortable room. Nice shower. Very nice pool. We absolutely loved the Tiki bar
Guest review by
Sheri
Young couple

Looe Key Reef Resort and Dive Center

Hotel with Pools in Summerland Key
Avg. price/night: US$159.46
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 369 reviews
The location is very good. The staffing good. Pool, Tiki Hut, food, snorkle & scuba on site.
Guest review by
John
Family with young children

Looe Key Reef Resort and Dive Center

Hotel with Pools in Summerland Key
Avg. price/night: US$159.46
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 369 reviews
The vibrant colours, swimming pool, restaurant (the tiki bar). They offer water adventure activities like scuba diving, snorkelling. Staff is very supportive.
Guest review by
Prerana
Family with young children

Looe Key Reef Resort and Dive Center

Hotel with Pools in Summerland Key
Avg. price/night: US$159.46
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 369 reviews
We had a superb view of the canal in Room 11. We loved the pool and having the Tiki Hut steps away was a bonus. The shower was absolutely the best!
Guest review by
Patricia
Young couple

Looe Key Reef Resort and Dive Center

Hotel with Pools in Summerland Key
Avg. price/night: US$159.46
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 369 reviews
The location, the tiki bar, the pool, the beds and the silence during the night
Guest review by
Diego
Family with young children

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