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:19 Sept - 26 Sept
Image gallery for Emerald Seas - Florida Keys Ocean Front Paradise!
1010 out of 10 rating
Exceptional
(15 reviews)
Emerald Seas - Florida Keys Ocean Front Paradise!
Summerland Key, FL
8% off
Price is AU$5,305
AU$5,305
AU$758 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$2,816
AU$2,816
AU$402 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$3,960
AU$3,960
AU$566 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 AU$2,976
AU$2,976
AU$425 per night
includes taxes & fees
Image gallery for Cozy and modern island living, Cudjoe Key
9.29.2 out of 10 rating
Wonderful
(87 reviews)
Cozy and modern island living, Cudjoe Key
Summerland Key, FL
14% off
Price is AU$2,211
AU$2,211
AU$316 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 AU$2,942
AU$2,942
AU$420 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 AU$3,169
AU$3,169
AU$453 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$3,958
AU$3,958
AU$565 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$3,201
AU$3,201
AU$457 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 AU$3,628
AU$3,628
AU$518 per night
includes taxes & fees
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$6,813
AU$6,813
AU$973 per night
includes taxes & fees
Image gallery for Comfortable Waterfront Vacation Rental
9.49.4 out of 10 rating
Exceptional
(157 reviews)
Comfortable Waterfront Vacation Rental
Summerland Key, FL
5% off
Price is AU$2,469
AU$2,469
AU$353 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$2,744
AU$2,744
AU$392 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 AU$2,757
AU$2,757
AU$394 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
(192 reviews)
Relax by Florida Keys Beaches, just a 7-min drive away
Summerland Key, FL
8% off
Price is AU$3,191
AU$3,191
AU$456 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$7,434
AU$7,434
AU$1,062 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$11,511
AU$11,511
AU$1,644 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
(139 reviews)
Enjoy Caribbean weather in the USA. Openings in June & July-Open lobster season!
Summerland Key, FL
14% off
Price is AU$2,187
AU$2,187
AU$312 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$3,744
AU$3,744
AU$535 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 AU$3,237
AU$3,237
AU$462 per night
includes taxes & fees
Image gallery for Island Therapy
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Island Therapy
Summerland Key, FL
8% off
Price is AU$3,308
AU$3,308
AU$473 per night
includes taxes & fees
Image gallery for Tropical Island Paradise W / Open Water Views!
9.69.6 out of 10 rating
Exceptional
(101 reviews)
Tropical Island Paradise W / Open Water Views!
Summerland Key, FL
8% off
Price is AU$3,308
AU$3,308
AU$473 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 AU$3,179
AU$3,179
AU$454 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Find the best place to stay - Venture Out Resort
Showing deals for: 13 Sept - 16 Sept
Comfortable Waterfront Vacation Rental
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
157 reviews(157 reviews)
The current price is AU$1,262
AU$1,262
for 3 nights, 1 home
AU$421 per night
includes taxes & fees
Waterfront Home
Sleeps 4 · 2 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
164 reviews(164 reviews)
The current price is AU$1,300
AU$1,300
for 3 nights, 1 cottage
AU$433 per night
includes taxes & fees
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)
The current price is AU$1,890
AU$1,890
for 3 nights, 1 home
AU$630 per night
includes taxes & fees
Relax by Florida Keys Beaches, just a 7-min drive away
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
192 reviews(192 reviews)
The current price is AU$1,656
AU$1,656
for 3 nights, 1 home
AU$552 per night
includes taxes & fees
Canal front, dockage, 2 bedroom, 2 bath
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
84 reviews(84 reviews)
The current price is AU$1,582
AU$1,582
for 3 nights, 1 cottage
AU$527 per night
includes taxes & fees
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)
The current price is AU$1,726
AU$1,726
for 3 nights, 1 home
AU$575 per night
includes taxes & fees
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