Venture Out Resort holiday rentals
We found 199 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Venture Out Resort
Showing deals for:31 Oct - 7 Nov
Image gallery for WATERFRONT Seaside Sanctuary in the Keys with 35' SEAWALL FOR YOUR BOAT!
1010 out of 10 rating
Exceptional
(9 reviews)
WATERFRONT Seaside Sanctuary in the Keys with 35' SEAWALL FOR YOUR BOAT!
Summerland Key, FL
8% off
Price is AU$6,828
AU$6,828
AU$975 per night
includes taxes & fees
Image gallery for OCEANIA... water front cottage retreat ~
9.89.8 out of 10 rating
Exceptional
(6 reviews)
OCEANIA... water front cottage retreat ~
Summerland Key, FL
6% off
Price is AU$8,950
AU$8,950
AU$1,279 per night
includes taxes & fees
Image gallery for ISLAND PARADISE
1010 out of 10 rating
Exceptional
(32 reviews)
ISLAND PARADISE
Summerland Key, FL
7% off
Price is AU$2,364
AU$2,364
AU$338 per night
includes taxes & fees
Image gallery for Lower Keys paradise
1010 out of 10 rating
Exceptional
(34 reviews)
Lower Keys paradise
Summerland Key, FL
8% off
Price is AU$3,186
AU$3,186
AU$455 per night
includes taxes & fees
Image gallery for Emerald Seas - Florida Keys Ocean Front Paradise!
1010 out of 10 rating
Exceptional
(18 reviews)
Emerald Seas - Florida Keys Ocean Front Paradise!
Summerland Key, FL
8% off
Price is AU$7,685
AU$7,685
AU$1,098 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 AU$3,967
AU$3,967
AU$567 per night
includes taxes & fees
Image gallery for Waterfront RV Lot w 35' dock in "Venture Out". Utility hookups & beautiful views
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Waterfront RV Lot w 35' dock in "Venture Out". Utility hookups & beautiful views
Summerland Key, FL
8% off
Price is AU$1,318
AU$1,318
AU$188 per night
includes taxes & fees
Image gallery for Tropical Island Paradise W / Open Water Views!
9.69.6 out of 10 rating
Exceptional
(104 reviews)
Tropical Island Paradise W / Open Water Views!
Summerland Key, FL
8% off
Price is AU$3,435
AU$3,435
AU$491 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 AU$2,750
AU$2,750
AU$393 per night
includes taxes & fees
Image gallery for Relax by Florida Keys Beaches, just a 7-min drive away
9.89.8 out of 10 rating
Exceptional
(194 reviews)
Relax by Florida Keys Beaches, just a 7-min drive away
Summerland Key, FL
8% off
Price is AU$3,197
AU$3,197
AU$457 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 AU$7,461
AU$7,461
AU$1,066 per night
includes taxes & fees
Image gallery for Fishermen’s Paradise
9.29.2 out of 10 rating
Wonderful
(97 reviews)
Fishermen’s Paradise
Summerland Key, FL
8% off
Price is AU$3,176
AU$3,176
AU$454 per night
includes taxes & fees
Image gallery for Springs Venture Out Dolphin House (#386) with beautiful open water views
9.49.4 out of 10 rating
Exceptional
(98 reviews)
Springs Venture Out Dolphin House (#386) with beautiful open water views
Summerland Key, FL
8% off
Price is AU$4,382
AU$4,382
AU$626 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
6% off
Price is AU$10,989
AU$10,989
AU$1,570 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 AU$3,968
AU$3,968
AU$567 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 AU$2,822
AU$2,822
AU$403 per night
includes taxes & fees
Image gallery for Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft
9.49.4 out of 10 rating
Exceptional
(159 reviews)
Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft
Summerland Key, FL
5% off
Price is AU$2,493
AU$2,493
AU$356 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 AU$3,903
AU$3,903
AU$558 per night
includes taxes & fees
Image gallery for Island Therapy
9.89.8 out of 10 rating
Exceptional
(58 reviews)
Island Therapy
Summerland Key, FL
8% off
Price is AU$3,435
AU$3,435
AU$491 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 AU$3,208
AU$3,208
AU$458 per night
includes taxes & fees
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Find the best place to stay - Venture Out Resort
Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
159 reviews(159 reviews)
Waterfront Home
Sleeps 4 · 2 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
167 reviews(167 reviews)
A slice of paradise
Sleeps 6 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
96 reviews(96 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
208 reviews(208 reviews)
Cozy and modern island living, Cudjoe Key
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
89 reviews(89 reviews)
Springs Venture Out Dolphin House (#386) with beautiful open water views
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
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