Skip to main content

Hotels with Pools in Summerland Key

Find the hotels with pools that appeal to you the most

Select occupancy

The best hotels with pools in Summerland Key

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

Filter by:

Review score

Looe Key Reef Resort and Dive Center

Summerland Key

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.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 277 reviews
Price from
$131.26
1 night, 2 adults

Parmer's Resort

Little Torch Key (Near Summerland Key)

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

S
Suzi
From
United States
Beautiful area right on the water Staff made us feel very welcome Would definitely recommend
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 413 reviews
Price from
$158
1 night, 2 adults

Cozy Conch Cottage

Cudjoe Key (Near Summerland Key)

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Cozy Conch Cottage offers accommodations with access to a hot tub and spa facilities.

A
Aleshia
From
United States
Everything needed was available at the community store.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 6 reviews
Price from
$349.58
1 night, 2 adults

Old Wooden Bridge Resort & Marina

Big Pine Key (Near Summerland Key)

Located in Big Pine Key, 25 miles from Florida Keys Aquarium Encounters and 19 miles from Seven Mile Bridge, Old Wooden Bridge Resort & Marina provides sea views and free WiFi.

A
Aline
From
Brazil
Great place , easy check in , great staff
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 327 reviews
Price from
$241.10
1 night, 2 adults

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.

T
Tereza
From
Czech Republic
Location, free parking, pool, view
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 410 reviews
Price from
$119
1 night, 2 adults

Sugarloaf Key Hotel at KOA Resort

Hotel in Summerland Key

Located in Summerland Key, 20 miles from Ernest Hemingway Home and Museum, Sugarloaf Key Hotel at KOA Resort has accommodations with an outdoor swimming pool, free private parking, a private beach...

A
Andrew
From
Panama
Excellent location, exceptionally clean and very nice rooms. All brand new and it looked as though the rooms have never been used. All the personal were very nice and helpful.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 412 reviews

Sugarloaf Key RV Resort & Cottages

Summerland Key

Sugarloaf Key RV Resort & Cottages in Summerland Key provides accommodations with an outdoor swimming pool and a bar.

K
Karen
From
United States
Clean and easily to get around and the cabins were awesome
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 600 reviews

NAUTILUS...ocean front cottage retreat ~

Cudjoe Key (Near Summerland Key)

Providing a garden, NAUTILUS...ocean front cottage retreat ~ features accommodations in Cudjoe Key.

E
Erin
From
United States
The location and house was amazing! Communication was great! Only suggestion is to update the master bedroom mattress and turn up the heat on the showers water, we like a HOT shower. thank you!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 21 reviews

Tree Top Paradise

Cudjoe Key (Near Summerland Key)

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Tree Top Paradise provides accommodations with access to a spa center.

L
Lisa
From
United States
The location easy to get to several of the islands either direction. The amenities on the property. The pool, views, friendly visitors and residents, the store, and security, etc...all perfect
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 53 reviews

Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key (Near Summerland Key)

Featuring free bikes, Pelican's Roost, Waterfront comfort at Venture Out provides accommodations in Cudjoe Key.

B
Bettinna
From
United States
Location, attention to detail, and soooo many amenities!
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 23 reviews
All hotels with pools in Summerland Key

Looking for a hotel with pools?

"Does it have a pool?" is probably one of the most common booking questions no matter where you're looking to stay. These hotels offer a great way to get some exercise without having to hit the gym on your vacation. Indoor pools let you practice your backstroke come rain or shine, while outdoor options are perfect for relaxing in the sun after swimming a few laps.

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

See all

Popular with guests booking hotels with pools in Summerland Key

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 412 reviews

Popular with guests booking hotels with pools in Summerland Key

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 600 reviews

Popular with guests booking hotels with pools in Summerland Key

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 277 reviews

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 Little Torch Key

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 413 reviews

Popular with guests booking hotels with pools in Cudjoe Key

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 53 reviews

Popular with guests booking hotels with pools in Cudjoe Key

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 6 reviews

Popular with guests booking hotels with pools in Cudjoe Key

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 17 reviews

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

See all
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 412 reviews

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 600 reviews

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 277 reviews
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 21 reviews

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 17 reviews

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 6 reviews

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 53 reviews

Parmer's Resort

565 Barry Ave
Budget options available
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 413 reviews

Great access to the city center. Check these hotels with pools in Summerland Key and nearby

See all
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews
Scored out of 10, guest rating 1.0
Bad - What previous guests thought, 1 review
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 4 reviews
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 23 reviews

Hotels with a pool that guests love in Summerland Key

See all
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 600 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 byannette
Young couple
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 600 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 byBrett
Family with young children
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 600 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 byOlivia
Young couple
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 600 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 byGeraldine
Young couple
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 600 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 byDiane
Young couple
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 277 reviews
Yep. Comfortable room. Nice shower. Very nice pool. We absolutely loved the Tiki bar
Guest review bySheri
Young couple
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 277 reviews
The location is very good. The staffing good. Pool, Tiki Hut, food, snorkle & scuba on site.
Guest review byJohn
Family with young children
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 277 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 byPrerana
Family with young children
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 277 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 byPatricia
Young couple
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 277 reviews
The location, the tiki bar, the pool, the beds and the silence during the night
Guest review byDiego
Family with young children