Hotels with Pool & Resorts in Summerland Key from AU$206

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Summerland Key Hotels with Pool

Best Summerland Key Hotels with Pool

Dock
Parmer's Resort
Parmer's Resort
2.5 star property
9.0 out of 10, Wonderful, (1003)
"Excellent laid back property. Close to a good restaurant "
The price is AU$243
includes taxes & fees
26 Oct - 27 Oct
Parmer's Resort
Outdoor pool
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
8.2 out of 10, Very good, (1002)
"Nice family owned spot. "
The price is AU$206
includes taxes & fees
27 Oct - 28 Oct
Sugar Loaf Lodge
Pool
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (51)
"We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!"
The price is AU$544
includes taxes & fees
23 Oct - 24 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Outdoor pool, pool umbrellas, pool loungers
Looe Key Reef Resort
Looe Key Reef Resort
2.5 star property
7.4 out of 10, Good, (1000)
"Average stay, old room, friendly staff, quiet"
Looe Key Reef Resort
Outdoor pool, a heated pool
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
9.6 out of 10, Exceptional, (98)
"Clean place with room for 2 couples. Everything you need."
The price is AU$656
includes taxes & fees
29 Oct - 30 Oct
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Pool
Cottage with Pool and Dockage, just minutes to Key West
Cottage with Pool and Dockage, just minutes to Key West
9.2 out of 10, Wonderful, (155)
"Stayed 13 days perfect location and this was our second stay at Cudjoe Cottages. Was able to dock boat here but had to put in at Cudjoe Gardens marina, just 5 minutes away. Basic old school Florida key’s cottages,clean and inexpensive. Nice community pool also. Definitely will stay again."
The price is AU$491
includes taxes & fees
26 Oct - 27 Oct
Cottage with Pool and Dockage, just minutes to Key West
Outdoor pool, a heated pool
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
9.8 out of 10, Exceptional, (81)
"Great location near Key West. Awesome property, will book again."
The price is AU$691
includes taxes & fees
17 Oct - 18 Oct
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
Exterior
Canal front lot only. No house or RV. You need to bring your RV.
Canal front lot only. No house or RV. You need to bring your RV.
The price is AU$293
includes taxes & fees
28 Oct - 29 Oct
Canal front lot only. No house or RV. You need to bring your RV.
Outdoor dining
Endless Summer Hideaway - lot 181
Endless Summer Hideaway - lot 181
The price is AU$330
includes taxes & fees
29 Oct - 30 Oct
Endless Summer Hideaway - lot 181
A heated pool
Island Time #110 Ocean Views - Cudjoe Key
Island Time #110 Ocean Views - Cudjoe Key
2.5 star property
9.8 out of 10, Exceptional, (9)
"Greta property, really enjoyed the water view and the bbq grill "
The price is AU$916
includes taxes & fees
20 Oct - 21 Oct
Island Time #110 Ocean Views - Cudjoe Key
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.
View all properties

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Excellent laid back property. Close to a good restaurant "
Jane 3-night trip
Posted 6 days ago
Parmer's Resort

Frequently asked questions

What's it like visiting Summerland Key?
If taking it easy by the pool is your idea of a great getaway, you may want to look at Summerland Key, which has 7 places to stay with pools. During your visit, you can explore attractions such as Sugarloaf Beach and Venture Out Keys, and then relax and unwind poolside at one of the accommodation options in Summerland Key that guests like for their pools.
What are some accommodation options with pools in Summerland Key?
Parmer's Resort: Features a private beach, an outdoor pool and daily. Sugar Loaf Lodge: Offers 2 outdoor tennis courts, an outdoor pool and free self parking. Looe Key Reef Resort: Provides free self parking, an outdoor pool and complimentary wireless Internet access. Sugarloaf Key Hotel at KOA Resort: Features a private beach, an outdoor pool and a snack bar/deli. Old Florida Style, wrap around porch, boat basin for dockage, open water: Features kitchens, a communal pool and televisions.
How many hotels with pools can I expect to find in Summerland Key?
Expedia has 7 hotels in Summerland Key for your poolside break.
What is there to see and do in Summerland Key?
The picturesque setting of Sugarloaf Beach and Venture Out Keys showcase the area's natural beauty. Discover sights such as Upper Sugarloaf Key, Coupon Bight Aquatic Preserve and Upper Sugarloaf Sound during your stay.
When is the best time to book a hotel with a pool in Summerland Key?
Taking the local weather in Summerland Key into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. 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 23°C. Average annual precipitation for Summerland Key is 895 mm.