Venture Out Resort holiday rentals
We found 190 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Venture Out Resort
Showing deals for:5 Sept - 12 Sept
Image gallery for Truly sitting right on the ocean. Ocean's Edge has forever ocean views.
1010 out of 10 rating
Exceptional
(8 reviews)
Truly sitting right on the ocean. Ocean's Edge has forever ocean views.
Summerland Key, FL
8% off
Price is S$3,441
S$3,441
S$492 per night
includes taxes & fees
Image gallery for Paradise in the Lower Keys!
8.68.6 out of 10 rating
Excellent
(19 reviews)
Paradise in the Lower Keys!
Summerland Key, FL
5% off
Price is S$3,338
S$3,338
S$477 per night
includes taxes & fees
Image gallery for A slice of paradise
9.09.0 out of 10 rating
Wonderful
(96 reviews)
A slice of paradise
Summerland Key, FL
8% off
Price is S$2,375
S$2,375
S$339 per night
includes taxes & fees
Image gallery for Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bike, 3 Kayak, WiFi, large pool
9.49.4 out of 10 rating
Exceptional
(93 reviews)
Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bike, 3 Kayak, WiFi, large pool
Summerland Key, FL
7% off
Price is S$2,510
S$2,510
S$359 per night
includes taxes & fees
Image gallery for Fishermen’s Paradise
9.29.2 out of 10 rating
Wonderful
(95 reviews)
Fishermen’s Paradise
Summerland Key, FL
8% off
Price is S$2,673
S$2,673
S$382 per night
includes taxes & fees
Image gallery for water at your back door
8.88.8 out of 10 rating
Excellent
(34 reviews)
water at your back door
Summerland Key, FL
8% off
Price is S$3,337
S$3,337
S$477 per night
includes taxes & fees
Image gallery for ISLAND PARADISE
1010 out of 10 rating
Exceptional
(32 reviews)
ISLAND PARADISE
Summerland Key, FL
8% off
Price is S$2,482
S$2,482
S$355 per night
includes taxes & fees
Image gallery for Crystal Clear Water Getaway!
9.89.8 out of 10 rating
Exceptional
(70 reviews)
Crystal Clear Water Getaway!
Summerland Key, FL
8% off
Price is S$2,700
S$2,700
S$386 per night
includes taxes & fees
Image gallery for Mini lobster available! Open Water View from porch , dock, bikes, kayaks
9.89.8 out of 10 rating
Exceptional
(119 reviews)
Mini lobster available! Open Water View from porch , dock, bikes, kayaks
Summerland Key, FL
8% off
Price is S$3,059
S$3,059
S$437 per night
includes taxes & fees
Image gallery for Waterfront home with numerous amenities on popular Cudjoe Key!
9.49.4 out of 10 rating
Exceptional
(18 reviews)
Waterfront home with numerous amenities on popular Cudjoe Key!
Summerland Key, FL
15% off
Price is S$2,313
S$2,313
S$330 per night
includes taxes & fees
Image gallery for 20 MINUTES TO KEY WEST , BOATERS PARADISE
9.49.4 out of 10 rating
Exceptional
(57 reviews)
20 MINUTES TO KEY WEST , BOATERS PARADISE
Summerland Key, FL
8% off
Price is S$2,326
S$2,326
S$332 per night
includes taxes & fees
Image gallery for NAUTILUS...ocean front cottage retreat ~
8.88.8 out of 10 rating
Excellent
(6 reviews)
NAUTILUS...ocean front cottage retreat ~
Summerland Key, FL
8% off
Price is S$6,275
S$6,275
S$896 per night
includes taxes & fees
Image gallery for ATLANTIS...Ocean Front Cottage Retreat!
9.89.8 out of 10 rating
Exceptional
(13 reviews)
ATLANTIS...Ocean Front Cottage Retreat!
Summerland Key, FL
5% off
Price is S$10,126
S$10,126
S$1,447 per night
includes taxes & fees
Image gallery for Enjoy Caribbean weather in the USA. Openings in June & July-Open lobster season!
9.49.4 out of 10 rating
Exceptional
(138 reviews)
Enjoy Caribbean weather in the USA. Openings in June & July-Open lobster season!
Summerland Key, FL
14% off
Price is S$1,825
S$1,825
S$261 per night
includes taxes & fees
Image gallery for 35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
9.89.8 out of 10 rating
Exceptional
(129 reviews)
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
Summerland Key, FL
7% off
Price is S$3,157
S$3,157
S$451 per night
includes taxes & fees
Image gallery for waterfront cottage near key west, sleeps 6
9.49.4 out of 10 rating
Exceptional
(22 reviews)
waterfront cottage near key west, sleeps 6
Summerland Key, FL
7% off
Price is S$2,873
S$2,873
S$410 per night
includes taxes & fees
Image gallery for Island Therapy
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Island Therapy
Summerland Key, FL
8% off
Price is S$2,791
S$2,791
S$399 per night
includes taxes & fees
Image gallery for Lower Keys paradise
1010 out of 10 rating
Exceptional
(33 reviews)
Lower Keys paradise
Summerland Key, FL
8% off
Price is S$2,682
S$2,682
S$383 per night
includes taxes & fees
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Find the best place to stay - Venture Out Resort
Comfortable Waterfront Vacation Rental
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
157 reviews(157 reviews)
Springs Venture Out Dolphin House (#386) with beautiful open water views
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
95 reviews(95 reviews)
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
207 reviews(207 reviews)
Waterfront Home
Sleeps 4 · 2 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
164 reviews(164 reviews)
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
222 reviews(222 reviews)
JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value