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Our top choices for Summerland Key vacation homes

Kelly's Kabin - Adorable Private Summerland Key Cottage
Kelly's Kabin - Adorable Private Summerland Key CottageSummerland Key
9.8 out of 10, Exceptional, (124 reviews)
The price is ¥31,724
¥79,966 total
includes taxes & fees
May 3 - May 4

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated AccessCudjoe Key
10.0 out of 10, Exceptional, (1 review)
The price is ¥29,609
¥91,903 total
includes taxes & fees
May 3 - May 4

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 ¥39,008
¥88,121 total
includes taxes & fees
May 12 - May 13

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key WestCudjoe Key
8.0 out of 10, Very Good, (3 reviews)
The price is ¥35,366
¥100,416 total
includes taxes & fees
May 3 - May 4

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!Cudjoe Key
8.0 out of 10, Very Good, (17 reviews)
The price is ¥31,310
¥72,099 total
includes taxes & fees
May 13 - May 14

Spanish Queen @Venture Out, Cudjoe Key
Spanish Queen @Venture Out, Cudjoe KeyCudjoe Key
9.4 out of 10, Exceptional, (24 reviews)
The price is ¥54,831
¥106,764 total
includes taxes & fees
May 5 - May 6

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key WestCudjoe Key
8.6 out of 10, Excellent, (98 reviews)
The price is ¥52,873
¥116,703 total
includes taxes & fees
May 4 - May 5

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 BEDSCudjoe Key
9.4 out of 10, Exceptional, (107 reviews)
The price is ¥23,342
¥66,110 total
includes taxes & fees
May 3 - May 4
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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Top Summerland Key Hotel Reviews

Looe Key Reef Resort
8/10 Good
Find out more about Summerland Key
Summerland Key Vacation Homes information
Number of reviews | 929 |
|---|---|
Accommodation | 380 Vacation Homes |
Lowest Price | ¥66,110 |
Highest Price | ¥203,169 |















































































