Venture Out Resort holiday homes
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 NZ$5,744
NZ$5,744
NZ$821 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 NZ$3,051
NZ$3,051
NZ$436 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 NZ$4,285
NZ$4,285
NZ$612 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 NZ$3,223
NZ$3,223
NZ$460 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 NZ$2,366
NZ$2,366
NZ$338 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 NZ$3,186
NZ$3,186
NZ$455 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 NZ$3,432
NZ$3,432
NZ$490 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 NZ$4,284
NZ$4,284
NZ$612 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 NZ$3,464
NZ$3,464
NZ$495 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 NZ$3,932
NZ$3,932
NZ$562 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 NZ$7,511
NZ$7,511
NZ$1,073 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 NZ$2,644
NZ$2,644
NZ$378 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 NZ$2,972
NZ$2,972
NZ$425 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 NZ$2,986
NZ$2,986
NZ$427 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 NZ$3,455
NZ$3,455
NZ$494 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 NZ$8,191
NZ$8,191
NZ$1,170 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 NZ$12,794
NZ$12,794
NZ$1,828 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
15% off
Price is NZ$2,340
NZ$2,340
NZ$334 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 NZ$4,058
NZ$4,058
NZ$580 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 NZ$3,506
NZ$3,506
NZ$501 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 NZ$3,590
NZ$3,590
NZ$513 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 NZ$3,590
NZ$3,590
NZ$513 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 NZ$3,441
NZ$3,441
NZ$492 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Venture Out Resort
Showing deals for: 14 Sept - 17 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 NZ$1,366
NZ$1,366
for 3 nights, 1 home
NZ$455 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 NZ$1,357
NZ$1,357
for 3 nights, 1 cottage
NZ$452 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 NZ$2,048
NZ$2,048
for 3 nights, 1 home
NZ$683 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 NZ$1,797
NZ$1,797
for 3 nights, 1 home
NZ$599 per night
includes taxes & fees
Cozy and modern island living, Cudjoe Key
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
87 reviews(87 reviews)
The current price is NZ$1,279
NZ$1,279
for 3 nights, 1 home
NZ$426 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 NZ$1,666
NZ$1,666
for 3 nights, 1 cottage
NZ$555 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