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 Venture Key and Out Key are located ...
9.8/10 Exceptional! (190 reviews)
Get rates
Opens in a new window**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 Venture Key and Out Key are located ...
9.6/10 Exceptional! (40 reviews)
Get rates
Opens in a new window**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 Venture Key and Out Key are located nearby.
9.6/10 Exceptional! (31 reviews)
Get rates
Opens in a new windowISLE 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 Venture Key and Out Key are located ...
9.6/10 Exceptional! (130 reviews)
Get rates
Opens in a new window35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
Mile Marker Mahi - Venture Out #465

Mile Marker Mahi - Venture Out #465

Stay at this cottage in Summerland Key. Enjoy laundry facilities, a pool table, and patios. Popular attractions Venture Key and Out Key are located nearby.
9.4/10 Exceptional! (45 reviews)
Get rates
Opens in a new windowMile Marker Mahi - Venture Out #465
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 Venture Key and Out Key are located nearby.
9.4/10 Exceptional! (24 reviews)
Get rates
Opens in a new windowwaterfront 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 Venture Key and Out Key ...
9/10 Wonderful! (11 reviews)
Get rates
Opens in a new windowRiley'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 Venture Key and Out Key are located ...
8.6/10 Excellent! (170 reviews)
Get rates
Opens in a new windowWaterfront 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 Venture Key and Out Key are located ...
8.6/10 Excellent! (6 reviews)
Get rates
Opens in a new windowNAUTILUS...ocean front cottage retreat ~
FL Keys Cottage with Ocean Views - Venture Out Unit 395

FL Keys Cottage with Ocean Views - Venture Out Unit 395

Stay at this cottage in Summerland Key. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Venture Key and Out Key are ...
8/10 Very Good! (6 reviews)
Get rates
Opens in a new windowFL Keys Cottage with Ocean Views - Venture Out Unit 395
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.