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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 ¥32,313
¥81,451 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 ¥30,128
¥94,632 total
includes taxes & fees
May 15 - May 16

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 ¥39,733
¥89,758 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 ¥35,987
¥102,179 total
includes taxes & fees
May 15 - May 16

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 ¥31,164
¥71,762 total
includes taxes & fees
May 11 - May 12

Spanish Queen @Venture Out, Cudjoe Key
Spanish Queen @Venture Out, Cudjoe KeyCudjoe Key
9.4 out of 10, Exceptional, (24 reviews)
The price is ¥55,794
¥109,117 total
includes taxes & fees
May 19 - May 20

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 ¥53,855
¥118,870 total
includes taxes & fees
May 3 - May 4

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, (106 reviews)
The price is ¥36,542
¥82,977 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

Sugarloaf Key Hotel at KOA Resort
10/10 Excellent
Find out more about Summerland Key
Summerland Key Vacation Homes information
Number of reviews | 927 |
|---|---|
Accommodation | 380 Vacation Homes |
Lowest Price | ¥71,762 |
Highest Price | ¥206,943 |















































































