Summerland Key Hotel Guide - Hotels with Pool in Summerland Key, Florida

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Check availability on Summerland Key Hotels with Pool

Tonight
18 Apr - 19 Apr
Tomorrow
19 Apr - 20 Apr
Next weekend
24 Apr - 26 Apr
In two weeks
1 May - 3 May

Our top choices for Summerland Key hotels with a pool

Private beach, sun-loungers, beach umbrellas, beach towels

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
The price is €198
includes taxes & fees
27 Apr - 28 Apr
Parmer's Resort
Outdoor pool

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
The price is €162
includes taxes & fees
3 May - 4 May
Sugar Loaf Lodge
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,004 reviews)
  • cleanliness
    Sun-dappled pool paradise at Looe Key Reef Resort offers snorkelling adventures nearby.
The price is €153
includes taxes & fees
14 May - 15 May
Looe Key Reef Resort
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.
Cudjoe Key
10.0 out of 10, Exceptional, (3 reviews)
The price is €163
includes taxes & fees
30 Apr - 1 May
Canal front lot only. No house or RV. You need to bring your RV.
Exterior

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (167 reviews)
The price is €327
includes taxes & fees
22 Apr - 23 Apr
Cottage with Pool and Dockage, just minutes to Key West
Outdoor pool, a heated pool

SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (87 reviews)
The price is €420
includes taxes & fees
19 Apr - 20 Apr
SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Front of property

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
  • cleanliness
    Private plunge pool paradise unfolds with Atlantic views and 7 outdoor oases for sun-drenched days.
The price is €871
includes taxes & fees
26 Apr - 27 Apr
Atlantic View Luxury Villa with Pool
A heated pool

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
The price is €503
includes taxes & fees
29 Apr - 30 Apr
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Exterior

SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (106 reviews)
The price is €420
includes taxes & fees
20 Apr - 21 Apr
SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Outdoor pool, a heated pool

Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
9.4 out of 10, Exceptional, (24 reviews)
The price is €583
includes taxes & fees
20 Apr - 21 Apr
Spanish Queen @Venture Out, 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.
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Choose what matters most at hotels with a pool in Summerland Key

Breakfast included
4 stars

Hotels with pools and hot tubs in Summerland Key

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.

Canal front lot only. No house or RV. You need to bring your RV.
Cudjoe Key
10.0 out of 10, Exceptional, (3)
The price is €163
includes taxes & fees
30 Apr - 1 May
Canal front lot only. No house or RV. You need to bring your RV.
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
"Can’t say enough good things about the staff location and amenities. All around best place to stay one night or a whole week. From kayaking to relaxing in the hammocks , to cozying up in your cottage, to the nice little breakfast, all things considered best place. Convenient to good places to eat within walking distance. Loved out stay here. Will definitely be back "
Shelley 1-night trip
Posted 4 hours 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 6 places to stay with pools. During your visit, you can explore attractions such as Florida Keys Beaches, and then relax and unwind poolside at one of the accommodation options in Summerland Key that travellers like for their pools.
What are some accommodation options with pools in Summerland Key?
Sugarloaf Key Hotel at KOA Resort: Features a private beach, an outdoor pool and a snack bar/deli. Parmer's Resort: Offers a private beach, an outdoor pool and daily. Looe Key Reef Resort: Hotel located near Florida Keys Beaches. Provides free self parking, an outdoor pool and complimentary wireless Internet access. Sugar Loaf Lodge: Hotel located near Florida Keys Beaches. Features 2 outdoor tennis courts, an outdoor pool and free self parking. Direct Oceanfront Cottage-Sunrise View- #2,: Offers a private beach, an outdoor pool and a full-service spa.
How many hotels with pools can I expect to find in Summerland Key?
Expedia has 6 hotels in Summerland Key for your poolside break.
What is there to see and do in Summerland Key?
Explore places such as Florida Keys Beaches while you're in Summerland Key. Spend some time experiencing the great outdoors at Upper Sugarloaf Key and Sugarloaf Beach.
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.