National Key Deer Refuge Rentals
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Expedia
PADGETT PARADISE with Two Boat Slips with Filet Table. POOL
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
PADGETT’S PARADISE offers so much! On the Water (Canal) with TWO BOAT SLIPS! One is a tie on and the other is a lift. Fi ...
Click For PricingExpedia
- From $429 per night (USD)
Expedia
Beautiful Family Big Pine Retreat! Short drive to Key West!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Big Pine Key offers the most peace & tranquility of the FL Keys! This home offers plenty of space and parking along side ...
From $429 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Big Pine Key Canal front fenced yard.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Canal front fenced in home w/dock, boat ocean access, hot tub. 28 Night Min Stay, WiFi Full kitchen Fully furnished Ed ...
From $181 per night (USD)VRBO
- From $575 per night (USD)
VRBO
Blue Pearl of Summerland Key 4 Bedrooms, 3 Baths with Dock, Heated Pool and Spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this Florida Keys gem, The Blue Pearl. The Blue Pearl is a beautiful, updated waterfront home with pool in a ...
From $575 per night (USD)VRBO
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Expedia
Ground Level Canal Front Home Lower Keys. Quick Atlantic and Gulf Access.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our fully renovated, ground-floor CBS home, ideally positioned on a canal front. This home offers the conven ...
Click For PricingExpedia
- From $352 per night (USD)
Expedia
**MERMAID MAGIC @ VENTURE OUT** Waterfront Home & Slip + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Looking to ma ...
From $352 per night (USD)Expedia
- From $339 per night (USD)
VRBO
**POSTCARD POINT @ VENTURE OUT** New Waterfront Home + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! What could be ...
From $339 per night (USD)VRBO
- From $458 per night (USD)
VRBO
Oceanfront house with private pool, kayaks, and spacious outdoor living
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This 3 bedroom/2 bath oceanfront home with amazing views on Cudjoe Key has a large, private heated swimming pool with sh ...
From $458 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Views! Waterfront Niles Channel Pool\/dock Industerial Ice Maker
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to Paradise at the End of The Road. This home is so secluded you will think you are on your own private island. ...
From $700 per night (USD)VRBO
- From $503 per night (USD)
VRBO
Water View Town Home
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Little Torch Cottages is the perfect vacation get away in the Key West Area. Our luxury inspired 2 bd townhomes offer br ...
From $503 per night (USD)VRBO
- From $529 per night (USD)
VRBO
Water View Town home
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Little Torch Cottages is the perfect vacation get away in the Key West Area. Our luxury inspired 2 bd townhomes offer br ...
From $529 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We invite you to come and relax at Torchview Lookout, your own private waterfront retreat! This 3 bedroom / 2 bathroom ...
From $400 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Waterfront home with numerous amenities on popular Cudjoe Key!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Crystal Clear Canal front home with open water view! Home is located in a desirable community called Venture Out. Fully ...
From $250 per night (USD)VRBO
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Expedia
Easy access to the Ocean and Gulf
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Leave your worries and enjoy the island life style. I promise you that this will be your favorite gateway. Beautiful san ...
Click For PricingExpedia
- From $178 per night (USD)
VRBO
Secluded Hideaway- pivate pool and boat dockage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely waterfront home has it all. This fantastic community is one of the most unique places in the world. In minut ...
From $178 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy our little peace of paradise! Come and make memories at this laid back and family-friendly waterfront home. Locate ...
From $319 per night (USD)Expedia
- From $421 per night (USD)
VRBO
Bring Your Boat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A 2 bedroom 2 full bath (sleeps 6) home that sits on a canal leading to the Atlantic with its own boat basin and dock. ...
From $421 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Casa de Sueno: Boating, Pool | 5 Bed, 2 Bath
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful & well-appointed 5 bedroom / 2.5 bathroom home & a NEW outdoor shower! Excellent water access on Little Torch ...
From $339 per night (USD)Expedia
- From $643 per night (USD)
VRBO
Modern Oceanfront home with private pool, sea wall, dock, and Kayaks
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Conch House is a very special little piece of paradise located at mile marker 28.5 on Little Torch Key. You can dock ...
From $643 per night (USD)VRBO
- From $111 per night (USD)
Expedia
FALL SPECIAL!!! NEW RATES<br>🏴☠️ PIRATES PLEASURE 🏴☠️<br>
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Pirates Pleasure is a family owned home in a small neighborhoood community on the bay side of our hidden gem...Little To ...
From $111 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Pool, tiki hut, easy ocean access canal, dock, prime location 30m to Key West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax! Swim! Boat! Bike! Kayak! Hike! Pickle Ball, yes even that. Just a short distance to Key West with quick and easy ...
From $450 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Mermaid House! Pool, Dockage, Outdoor Bar!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Mermaid House was just recently renovated and is a brand new second level vacation rental! This home is in a great centr ...
From $385 per night (USD)Expedia
- From $657 per night (USD)
VRBO
Bring your boat
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
This Lower Keys 6BR/4.5 getaway has a private boat basin and ramp, a pool, and a separate guest house with its own kitch ...
From $657 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Charming Artist Home - Canal Front - Deep Water 40’ Dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Ocean Side-Deep Water Canal with 40' Dock! Located in a quiet neighborhood just 25 minutes away from Key West, 10 - min ...
From $200 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Beachside @ Torchview Waterfront Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Beachside at Torchview located on Big Torch Key. Beachside is 2 bedroom 2 bathroom waterfront home that off ...
From $350 per night (USD)VRBO
- From $229 per night (USD)
Expedia
10 minutes away from Bahia Honda and 30 minutes away from Key West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Outside you will find hammocks to relax in, bikes to check out the area and a dock that will accommodate most type boat. ...
From $229 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Relaxing and Inviting home in gated community
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The community charges a security/registration fee upon arrival to the renter. The fee will be $116.28 plus $8.72 in ta ...
From $197 per night (USD)VRBO
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Expedia
Lovely canal-front home in beautiful Big Pine Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spend some time in tranquil Big Pine Key and bring your boat! This canal-front home in a friendly subdivision is a great ...
Click For PricingExpedia
- From $375 per night (USD)
VRBO
Beautiful House on Ramrod Key with boat slip and easy water access.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The house is very spacious. Large front & back decks. Newer furniture through-out. The house is on a lagoon and you can ...
From $375 per night (USD)VRBO
- From $231 per night (USD)
VRBO
Cottage with Pool and Dockage, just minutes to Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage #4 - Quaint, clean, comfortable cottage just 20 miles from Key West. Cottage offers a full kitchen, large screen ...
From $231 per night (USD)VRBO
- From $280 per night (USD)
VRBO
\"WEEKLY RENTAL\" Florida Keys Pool & Waterfront Vacation Rental (108)
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
SEA ESCAPE This two story home with breathtaking full views of the crystalline Atlantic Ocean is part of Sunrise Beach ...
From $280 per night (USD)VRBO
- From $620 per night (USD)
VRBO
OCEAN FRONT PARADISE\/290 ft PRIVATE DOCK\/AWESOME VIEWS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
GREAT SNORKELING UNDER DOCK. FISH FROM DOCK TOO. OUR PICTURES OF THE HOUSE ARE AFTER IRMA OUR DOCK SURVIVED WITHOUT A S ...
From $620 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Lovely Canal Front Big Pine Key House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Canal front house in a quit peaceful neighborhood. South of Marathon and North of Key West. Upgraded recently with new a ...
From $250 per night (USD)VRBO
- From $175 per night (USD)
VRBO
WATERFRONT GETAWAY IN PARADISE...FISH~RELAX~ENJOY!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to 'Shangri-La' This is where you can RELAX and ENJOY the TRANQUIL beauty of the sun, sea & sand of the Florida ...
From $175 per night (USD)VRBO
- From $558 per night (USD)
VRBO
Luxurious Oceanfront Home on Beach, Dock, Heat\/Cool Pool, FirePit, Kayaks, Bikes
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This luxurious Cudjoe Key vacation rental home, located directly on a sandy beach overlooking the crystalline Atlantic O ...
From $558 per night (USD)VRBO
- From $509 per night (USD)
VRBO
Oceanfront home with private pool, boat dock, kayaks, and private beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Tropical Paradise has been a popular and romantic vacation rental getaway since 2003. This house includes all the eleme ...
From $509 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You're in the tropics... listen to the waves, rest, relax or fish, kayak and snorkel, if you wish to lose a few pounds. ...
From $375 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Charming cottages, dockage, pool, just minutes to Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage #6 - Only 20 miles from Key West, but a world away from the hustle and bustle. Come experience a truly relaxing ...
From $225 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Beautiful Old Fashion First Floor Tropical Garden Canal Front Cottage on MM 26
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This one of a kind quaint cottage has built in 1973 and completely remodeled in 2011. The style is Craftsman. The size ...
From $149 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
House A - You're in the tropics... listen to the waves, rest, relax or fish, kayak and snorkel, if you wish to lose a fe ...
From $300 per night (USD)Expedia
- From $715 per night (USD)
VRBO
Summerland Nest - Oceanfront with pool
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 12
Fabulous resort-style living & incredible open water views over Niles Channel at this 7 BR 5 BA home on Summerland Key. ...
From $715 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Canal Front Home ready for vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Wonderful quiet vacation water front (canal) home I have owned for 10 years and loved as a 2nd home the whole time. Remo ...
From $200 per night (USD)VRBO
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VRBO
Come stay and play in the Florida Keys!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This colorful, tropical vacation home has two bedrooms, one bath, with new 2022 central air conditioning, and is locate ...
Click For PricingVRBO
- From $521 per night (USD)
VRBO
2 Bedroom 2.5 Bath Luxury Townhome 26 Miles from Downtown Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Little Torch Cottages offers the perfect Keys location, fully appointed luxury 2 bedroom 2.5 bath townhome with breath t ...
From $521 per night (USD)VRBO
- From $502 per night (USD)
VRBO
Amazing oceanfront views, private pool, dock, beach, and kayaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
As the day dawns over Pine Channel and the spectacular sunrise greets you each morning it will be hard to decide where t ...
From $502 per night (USD)VRBO
- From $960 per night (USD)
VRBO
Luxurious, Private, Oceanfront, Gated Home
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Stunning 1 acre oceanfront gated estate with lush landscaping, beach and extreme privacy due to the adjacent wildlife re ...
From $960 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Ocean Front Access - just 30 miles to Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
These cottages are not fancy, but clean and comfortable. Plenty of space for your boat trailer, public ramp just around ...
From $150 per night (USD)VRBO
- From $1800 per night (USD)
VRBO
Casa Aqua - 16 Acre Spanish Style Open Water Casual Elegance
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
This island oasis called CASA AQUA is a 16 acre Spanish Mediterranean estate on the Atlantic Ocean. More than all you ...
From $1800 per night (USD)VRBO
- From $540 per night (USD)
VRBO
Beautiful Oceanfront Villa with Pool and near Key West, Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Make some memories at this unique and family-friendly place. Beautiful, custom designed concrete waterfront pool home wi ...
From $540 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Summerland Key Oceanfront
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please check out the new updated photos of all the repairs and updates. The house now has new impact windows and doors, ...
From $300 per night (USD)VRBO
- From $95 per night (USD)
VRBO
Cudjoe Key, FL RV Resort RV Lot
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
RV lot in Cudjoe Key, FL RV Resort, 35×70, full hook-up. Beautiful community, great relaxing location, close to shopp ...
From $95 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Canal Front Home Showcasing Stellar Sunsets with Ocean Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to the White Heron! Bring your binoculars and boat.....this lovely 3 bedroom home faces Pine Channel and also ov ...
From $317 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Casa Blanca: Gorgeous ground-level home on Big Pine Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to your own piece of paradise with this beautifully modern ground-level vacation rental nestled in a tranquil nei ...
From $195 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Dog-friendly, waterfront retreat with a Bohemian vibe, pool, bar, & firepit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Key Lime Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $353 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Waterfront, bayview home with dockage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Available November 1, 2022 through May 30, 2023. Multiple month rentals welcomed and encouraged. Amazing 2 bedroom, 1 ba ...
From $160 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Waterfront Paradise in Florida Keys. Free use of Kayaks, and more!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our 3 bedroom 2 full bath spacious home is on a canal only 3 homes from the open water! We are a Pet Friendly home! You ...
From $215 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Old Florida Style, wrap around porch, boat basin for dockage, open water
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You will love spending time at this lovely home located on Little Torch Key, with Sunrise view, large property with boa ...
From $400 per night (USD)VRBO
- From $374 per night (USD)
Expedia
Atlantic Ocean Views - Venture Out 579
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Atlantic Ocean Views - Venture Out 579 Lovely Stilt 2Bd/2Ba with 35' Dockage This beautiful sparkling clean 2Bd/2Ba stil ...
From $374 per night (USD)Expedia
- From $126 per night (USD)
VRBO
Love Shack | 2 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
While not directly waterfront, this retreat boasts convenient access to a nearby boat ramp, making it ideal for boating ...
From $126 per night (USD)VRBO
- From $599 per night (USD)
VRBO
Boater’s Dream House 3 bedroom 2 bath with 200’ of Dock Space
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This home is truly a boater’s Dream House, very large corner private Home. 3 bedroom 2 bath home with 200’ of Dock Space ...
From $599 per night (USD)VRBO
- From $206 per night (USD)
VRBO
Sun Hutt | 3 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy unmatched natural serenity during your stay at this canalfront 3 bedroom/2 bathroom home nestled in the woods of b ...
From $206 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Fisherman's Delight! - Venture Out Unit 410
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VO410 Fisherman's Delight! 35' Dockage 2Bd/2Ba with Covered Porch! This sparkling clean and beautiful canalfront home f ...
From $348 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Canal Front Home to Dock and lift your boat in Lower Keys Paradise
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This comfortable elegant 3B/3B stilt home offers paradise in the Lower Keys. CAN BE RENTED AS A 4B/4B DETAILS BELOW. ...
From $199 per night (USD)VRBO
- From $206 per night (USD)
VRBO
Canal Front Paradise!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to paradise! Want to live like a local? Fish the reefs, snorkel Looe Key, dive for lobster, or kayak to the open ...
From $206 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Keys Time - Unit 437 Venture Out 2Bed\/2Bath Canal Front Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Keys Time!! Slow it down. Unwind. Enjoy the Island Life! This Beautifully furnished 2 bedroom 2 bath canal ...
From $315 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Low Key Sunrise: Waterfront pool home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy gorgeous open water views from this 2 bedroom, 2 bathroom pool home on Ramrod Key. Sip your morning coffee while w ...
From $283 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Amazing Paradise House Canal Front with access to Atlantic and Gulf.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
BEAUTIFUL KEY PROPERTY !!!!SEASONAL Monthly Rental only, built in 1990, Big Pine Fishing house is a 2 BR, 2 BA, with a l ...
From $175 per night (USD)VRBO
- From $152 per night (USD)
Expedia
Tropical Island Sanctuary
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our beautiful tropical island retreat! Enjoy all the the splendor the lower Keys have to offer from our home ...
From $152 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Ramrod Seaside Retreat- BP#15
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This waterfront retreat is tucked away in a tropical paradise at Ramrod Key. This is one of the most unique places with ...
From $180 per night (USD)VRBO
- From $281 per night (USD)
VRBO
The Orchid House, 5 bed\/2bath Canal Front Home, Ramrod Key
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful Spacious Property, Perfect for your Next Vacation!! This 5 Bed, 2 Bath Canal Front Home is situated in Breeze ...
From $281 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Sailfish Dream on Cudjoe Key
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This 2'nd floor 2 bedroom/2 bath home is your tropical getaway. The home is at MM 23 giving you Key West or Marathon eq ...
From $200 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Peaceful ocean front cottage.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This classic keys cottage is tucked among the palm trees on the open water of Niles Channel. Enjoy the breath taking sun ...
From $250 per night (USD)Expedia
- From $100 per night (USD)
VRBO
1977 School Bus Converted to an RV. Great and Quiet Place to Rest
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take a warm shower and rest on your own space after a long exploring , snorkeling, boating or fishing day. Only eight ...
From $100 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Recently Renovated Home With Deepwater Canal
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Amazing canal front 3 bed conch style house located in prestigious community of Summerland Key Cove. It is the first can ...
From $177 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to 'Lake It Easy' – Your Canal Front Oasis on Summerland Key! Indulge in the laid-back Florida Keys lifestyle in ...
From $242 per night (USD)VRBO
- From $1314 per night (USD)
VRBO
3 BEDROOM 2.5 BATHROOMS PROPERTY HAS A GUEST COTTAGE
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
THIS IS AN OFF THE GRID BEACH FRONT PROPERTY ON A PRIVATE ISLAND IN THE FLORIDA KEYS. THE PROPERTY IS ONLY ACCESSIBLE BY ...
From $1314 per night (USD)VRBO
- From $312 per night (USD)
VRBO
Slice of Paradise: Captivating Open Water Views, Deep Canal, Dockage, Heated Pool, and Pet-Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to 'Slice of Paradise' – a tropical waterfront haven nestled on the picturesque Big Pine Key. This stunning retre ...
From $312 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Last minute discount, Keys home on open water with dock, private, great location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Spring last minute discount, Lovely ocean front updated lower Keys home in Summerland / Ramrod Key, beautiful open water ...
From $328 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Summerland Keys Upgraded Waterfront Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this peaceful oasis on the water with plenty of room for your boat and trailer! With 50 f ...
From $270 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Keys Island Villa - Venture Out Home 354
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Exquisite waterfront home in the exclusive family friendly Venture Out Community. Keys Island Paradise is a boaters para ...
From $421 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Spanish Queen @Venture Out, Cudjoe Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the beautiful Florida Keys and stay at the popular Venture Out Private Community at Cudjoe Key. Newly furnish ...
From $325 per night (USD)VRBO
- From $185 per night (USD)
VRBO
3\/2 Home on Canal with Dock and Ocean Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
On canal with ocean access to Atlantic and Gulf sides. 3 bedroom 2 full bath renovated canal front Cudjoe Key beach home ...
From $185 per night (USD)VRBO
- From $199 per night (USD)
VRBO
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Green Cottage is a standalone unit which is next to the pool and near the outdoor shower. It has been recently reno ...
From $199 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Waterfront vacation home in Big Pine Key
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 1
Welcome to Casa Guava. Enjoy this water front home in Eden Pines. Only 29 miles to Key west. Bring your boat, deep water ...
From $325 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Rise-N-Shine with spectacular sunrise views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect spot for fishing, lobstering, and snorkeling with a spectacular sunrise view! There is room to park one vehicle, ...
From $310 per night (USD)VRBO
- From $520 per night (USD)
Expedia
Mad Mahi - Deep Water Canal
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This Summerland Key home is perfect for the avid fisherman. Deep Water Canal with easy access to both the Gulf and Atl ...
From $520 per night (USD)Expedia
- From $873 per night (USD)
VRBO
Luxury Oceanview Pool Eco-friendly Villa Near Key West
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Rental basis: Entire house or apartment Number of bedrooms: 4; Number of other rooms with beds: 0 Number of bathrooms: 2 ...
From $873 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Beautiful waterfront home with central AC, dock, lovely balcony & patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Big Pine Key Dreams Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $133 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Relaxing Florida Keys canal front home in nature preserve
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Kokomo Palms! This relaxing getaway is a single family, canal front home located on Big Pine Key. It offers ...
From $200 per night (USD)VRBO
- From $139 per night (USD)
VRBO
May 2024 - Special - Best Accomodations for a Keys Vacation many years in a row!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
SnowScape is a very clean home! A Custom Built design home ready for entertainment with high ceilings and open living ro ...
From $139 per night (USD)VRBO
- Click For Pricing
Expedia
Coral Palms -Secluded tropical oasis pool and dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This ground level 3 bedroom/2 bath home is perfect for your Summer Vacation. The heated pool is secluded with tropical ...
Click For PricingExpedia
- From $280 per night (USD)
Expedia
Ocean View Splendor on Summerland Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the beautiful waterfront elevated home in the Florida Keys overlooking the Atlantic Ocean. Relax in the screened ...
From $280 per night (USD)Expedia
- From $133 per night (USD)
VRBO
Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful, well maintained canal front home at the end of Big Pine Key. Surrounded by the Key Deer National Refuge. Wa ...
From $133 per night (USD)VRBO
- From $900 per night (USD)
VRBO
~Reel Em' Inn~ Luxury Oceanfront Summerland Key home with deep water and pool!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
Completely remodeled, high-end Summerland Key home! Meticulously designed vacation property with exquisite furnishings t ...
From $900 per night (USD)VRBO
- From $690 per night (USD)
VRBO
Newly renovated cozy and spacious beach house with breathtaking ocean front
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Spectacular ocean front home awaits you in Big Pine Key. Cozy family getaway with breathtaking ocean view and over 450 f ...
From $690 per night (USD)VRBO
- From $152 per night (USD)
VRBO
Tarpon Canal | Nearly new 3 bed\/2 bath home with canal views on Ramrod Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nicely appointed and nearly new, this 3 bedroom/2 bathroom home sits on a clear swimming canal on the gulfside of Ramrod ...
From $152 per night (USD)VRBO
- From $305 per night (USD)
VRBO
Waterfront Venture Out Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Mandatory $125 Fee paid to Venture Out Community upon arrival. Waterfront home with concrete seawall for boat dockage. ...
From $305 per night (USD)VRBO
- Click For Pricing
Expedia
Ramrod Key Vacation Rental w\/ Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to paradise at this Ramrod Key cottage! This charming 3-bedroom, 1.5-bathroom vacation rental in the Florida Keys ...
Click For PricingExpedia
- Click For Pricing
VRBO
Bogie Channel Apartment -Spacious Studio apartment with full kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The adorable apartment located on Big Pine Key has easy boating access to the Gulf and Ocean. Bring your boat or rent o ...
Click For PricingVRBO
- From $599 per night (USD)
VRBO
Fisherman's Paradise
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Unwind in a brand new, modern and luxurious, waterfront home with great views and a deep water canal in Cudjoe Key Flori ...
From $599 per night (USD)VRBO