Search Summerland Key cottages with a hot tub

Our top choices for a great stay

**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool

**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool

Stay at this cottage in Summerland Key. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Florida Keys Beaches and Venture Key are ...
9.8/10 Exceptional! (189 reviews)
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**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool

**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool

Stay at this cottage in Summerland Key. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Florida Keys Beaches and Venture Key are ...
9.6/10 Exceptional! (38 reviews)
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**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool
ISLE BE BACK To The Sunny Keys

ISLE BE BACK To The Sunny Keys

Stay at this cottage in Summerland Key. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Florida Keys Beaches and Venture Key are located ...
9.6/10 Exceptional! (31 reviews)
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ISLE BE BACK To The Sunny Keys
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool

35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool

Stay at this cottage in Summerland Key. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Florida Keys Beaches and Venture Key are ...
9.6/10 Exceptional! (128 reviews)
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35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
waterfront cottage near key west, sleeps 6

waterfront cottage near key west, sleeps 6

Stay at this cottage in Summerland Key. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Florida Keys Beaches and Venture Key are located ...
9.2/10 Wonderful! (22 reviews)
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waterfront cottage near key west, sleeps 6
Riley's Retreat - Venture Out 107

Riley's Retreat - Venture Out 107

Stay at this cottage in Summerland Key. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Florida Keys Beaches and ...
8.8/10 Excellent! (9 reviews)
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Riley's Retreat - Venture Out 107
Waterfront Home

Waterfront Home

Stay at this cottage in Summerland Key. Enjoy laundry facilities, tennis courts, and a pool table. Popular attractions Florida Keys Beaches and Venture Key are ...
8.6/10 Excellent! (165 reviews)
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Waterfront Home
NAUTILUS...ocean front cottage retreat ~

NAUTILUS...ocean front cottage retreat ~

Stay at this cottage in Summerland Key. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Florida Keys Beaches and Venture Key are ...
8.6/10 Excellent! (6 reviews)
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NAUTILUS...ocean front cottage retreat ~
water at your back door

water at your back door

Stay at this cottage in Summerland Key. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Florida Keys Beaches and Venture Key are ...
8.6/10 Excellent! (34 reviews)
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water at your back door
Mile Marker Mahi - Venture Out #465

Mile Marker Mahi - Venture Out #465

Stay at this cottage in Summerland Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Florida Keys Beaches and Venture ...
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Mile Marker Mahi - Venture Out #465
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.