Summerland Key Vacation Rentals
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Vacation Rentals in Summerland Key

Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
With a stay at Sugarloaf Key RV Resort & Cottages in Summerland Key, you'll be within a 15-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key FL
$743 nightly
The price is $824 total per night
$824 total
Jun 25 - Jun 26
Total with taxes and fees
Located in Summerland Key, this vacation home is by the ocean, within a 5-minute drive of Boondocks Grille & Draft House and National Key Deer Refuge Visitor Center.

Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out
Cudjoe Key FL
With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking
Cudjoe Key FL
With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Venture Out Keys.

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Cudjoe FL
With a stay at this vacation home in Summerland Key, you'll be near the beach, within a 10-minute drive of Florida Keys Beaches and Venture Out Keys.

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key FL
$589 nightly
The price is $653 total per night
$653 total
Jun 9 - Jun 10
Total with taxes and fees
With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp
Little Torch Key FL
With a stay at this vacation home in Summerland Key, you'll be within a 5-minute drive of National Key Deer Refuge Visitor Center and Big Pine Key Flea Market.

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key FL
$571 nightly
The price is $634 total per night
$634 total
Jun 28 - Jun 29
Total with taxes and fees
With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Pool
Kitchen

Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
Cudjoe Key FL
With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 15-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key FL
$414 nightly
The price is $460 total per night
$460 total
Jun 9 - Jun 10
Total with taxes and fees
With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Venture Out Keys.
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.
Summerland Key Vacation Rentals essential information
Accommodation | 396 Vacation Rentals |
|---|---|
Lowest Price | $460 |
Highest Price | $824 |
Popular accommodation | Sugarloaf Key RV Resort & Cottages, Old Florida Style, wrap around porch, boat basin for dockage, open water, Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out, Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking , Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill, Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West, Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp, Cudjoe Cottages, swimming pool, just 20 miles from Key West, Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West , Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!, Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West, OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS |


