National Key Deer Refuge Rentals
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VRBO
✅ Beautiful and Cozy House in Ramrod Key. Breezeswept Beach Estate.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful cozy house for rent in Ramrod Key. The place features; Three bedrooms, two baths, large dock with a lift to a ...
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Expedia
Affordable, Adorable home waiting for you in Cudjoe Key
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Adorable canal front 2 bed/2 bath home for rent in Cudjoe Key. This indoor/outdoor floor plan is complemented by 3 twelv ...
Click For PricingExpedia
- From $375 per night (USD)
VRBO
Oceanfront Sunsets in the Florida Keys
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
FOLSOM'S FOLLY... Summerland Key, Florida Interesting architecture with breezy views of the water. All rooms beautiful ...
From $375 per night (USD)VRBO
- From $418 per night (USD)
Expedia
The most set up home in BPK TIKI HUT ,POOL ,GRILL ,CANAL FRONT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy having ONLY1 neighbors directly next to you on top of being Just 6 houses from the open water. This Beautiful ful ...
From $418 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Summerland Cove Paradise Waterfront Deep Water Canal
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bed 2 bath Florida Keys home. In need of a serene getaway with the ocean at arms reach? This 3 bedroom, 2 bathroom hom ...
From $219 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Bungalow oasis with lots of room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
First time on market and wonderful opportunity to be surrounded by nature! Fenced property! Not to mention all the key ...
From $150 per night (USD)Expedia
- From $406 per night (USD)
VRBO
SEA EVERYWHERE! Open Water & 2 Boat Basins!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Beautiful open-water views of the Bahia Honda bridge from nearly every room! Key deer grazing daily in your yard. Tw ...
From $406 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Paradise in the lower KEYS!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Master bedroom has a KING bed, second bedroom has a KING bed, third bedroom has a Queen and a full bed that sleep 3, ho ...
From $238 per night (USD)Expedia
- From $499 per night (USD)
VRBO
SEA FOREVER! Gorgeous Ocean-Front Paradise!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This feels like your own private resort. Two tiki huts cover lounge chairs and a 13-foot shuffleboard court. The pool an ...
From $499 per night (USD)VRBO
- From $191 per night (USD)
Expedia
Canal Front, Spa\/Pool, 2 Kayaks, 2 Bikes, 3 Bed, 2 Bath, Oceanside Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Heated 8' x 14' above ground Spa/Pool! Free 2 two-man Kayaks during your rental, plus 2 bikes! Wonderful elevated home ...
From $191 per night (USD)Expedia
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Expedia
Prince`s Keys Serenity: Canalfront pool home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to paradise with our stunning monthly vacation rental in the Tropical Bay neighborhood on the north side of Big P ...
Click For PricingExpedia
- From $110 per night (USD)
VRBO
Little Torch Tropical Oasis April Available
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
LITTLE TORCH TROPICAL OASIS This Beautiful Oasis is a recently renovated Manufactured Home on the corner of 2 Crystal C ...
From $110 per night (USD)VRBO
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VRBO
BEAUTIFUL MODERN NEWLY RENOVATED 3\/3 HOME W\/ DOCK, TOYS,2 KITCHENS NEAR KEY WEST
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Modern, newly renovated, 3/3 with 2 full kitchens on canal with ocean access and ocean views. LARGE 2 STORY HOUSE ONLY ...
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- From $300 per night (USD)
Expedia
ISLAND TIME PARADISE HOUSE!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy breathtaking views of ISLAND TIME PARADISE (our nickname) in Big Pine Key. Its our spacious 3 bedroom 2 bathroom ...
From $300 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Escape to Eden | 2 Bed, 1.5 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly renovated, tranquil half-duplex nestled among the natural beauty of Big Pine Key! Enjoy an immaculately clean spac ...
From $152 per night (USD)VRBO
- From $426 per night (USD)
VRBO
Oceanside home, dock,kayaks,bikes,pool,fishing,111
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built i ...
From $426 per night (USD)VRBO
- From $453 per night (USD)
VRBO
Oceanside home, dock,kayaks,bikes,pool,fishing,109
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built i ...
From $453 per night (USD)VRBO
- From $435 per night (USD)
VRBO
Oceanside home, dock,kayaks,bikes,pool,fishing,107
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built i ...
From $435 per night (USD)VRBO
- From $444 per night (USD)
VRBO
Ocean Front Modern Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This luxurious cozy and comfortable, three-story home, overlooks the blue Atlantic, punctuated by small tropical islands ...
From $444 per night (USD)VRBO
- From $216 per night (USD)
Expedia
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage #14 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound wi ...
From $216 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Canal Front Home in Big Pine Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This two bedroom two bath home open floor concept is very comfortable. Master bedroom has sliding doors to screened in ...
From $196 per night (USD)VRBO
- From $2181 per night (USD)
Expedia
A Tropical Luxury Getaway, Your own private resort!!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
For more pictures on this property look us up on Instagram at sterlingbayhouse. This house is located on the open wate ...
From $2181 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Pool house with open water and sunset in the Florida Keys
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom 2 bath house on Big Pine Key. Property includes 70' dock with boat lift, double lot, heated swimming pool, f ...
From $500 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Sea Breeze Cottage - Venture Out Unit 066
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sea Breeze Cottage VO066 2Bd/2Ba South End of Park Walk to Ocean! This delightful 2 bedroom, 2 bathroom cottage sleeps ...
From $235 per night (USD)Expedia
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Expedia
Mile Marker Mahi - Venture Out #465
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mile Marker Mahi 2Bd/2Ba 35' Boat Dockage Open Water Views A sun seeker's haven, and a fisherman's paradise, this quain ...
Click For PricingExpedia
- From $329 per night (USD)
VRBO
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sparkling clean and bright 2Bd/2Ba vacation home in Venture Out Residential Condominium! Is located on a 60' wide canal ...
From $329 per night (USD)VRBO
- From $344 per night (USD)
VRBO
Ground Level Canal front 3 bedroom 2 full bathrooms-Pool Fixed bridge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ground level canal front home. The property features 3 bedrooms 2 bathrooms large enough to sleep 6. The property has an ...
From $344 per night (USD)VRBO
- From $180 per night (USD)
VRBO
El Paraiso | Canalfront getaway on Cudjoe Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your charming canalfront retreat on Cudjoe Key! This adorable 3-bedroom, 3-bathroom vacation rental offers th ...
From $180 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Latitude Adjustment | 3 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom/2 bathroom canalfront home on Summerland Key just a few homes in from open water. Vaulted ceilings, updated an ...
From $199 per night (USD)VRBO
- From $170 per night (USD)
VRBO
Paradise Found | 3 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Canalfront 3 bedroom/2 bathroom home with excellent oceanside boating access. Open floor plan with a large kitchen, stai ...
From $170 per night (USD)VRBO
- From $174 per night (USD)
VRBO
Blackbeard`s Hideaway: Cozy canalfront cottage is an angler's dream on Cudjoe Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Blackbeard's Hideaway, your perfect monthly vacation rental nestled in a quiet neighborhood on the oceanside ...
From $174 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Reel Caribbean Getaway | 4 Bed, 2.5 Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Fantastic deep-water boating from this spacious, gated, 4 bedroom / 2.5 bath home on Summerland Key's Caribbean Drive Ea ...
From $429 per night (USD)VRBO
- From $161 per night (USD)
VRBO
Cedar Cottage | 2 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your perfect slice of paradise in the heart of the Florida Keys! This newly remodeled 2 bed/2 bath home on a ...
From $161 per night (USD)VRBO
- From $244 per night (USD)
VRBO
Foster`s Folly | 3 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to a slice of paradise on Cudjoe Key, where luxury meets tranquility in this stunning 3-bedroom, 2-bathroom stilt ...
From $244 per night (USD)VRBO
- From $399 per night (USD)
VRBO
POOL! STUNNING NEW OCEANFRONT 4 Bedroom 3+ Acre Private Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Absolutely stunning, OCEANFRONT, dream home with panoramic views like none other. Truly one-of-a-kind property. BRAND NE ...
From $399 per night (USD)VRBO
- From $209 per night (USD)
VRBO
2 Bedroom\/3 Bath Waterfront 28 day rental
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
The Crab House 28 day rental offers 2 spacious bedrooms 3 bathrooms (1 full bath in garage to use after coming in from b ...
From $209 per night (USD)VRBO
- From $156 per night (USD)
VRBO
Getaway to the Quiet Florida Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom, 2 Bathroom with Hot Tub & Large Boat Dock This is a beautiful 2 bedroom, 2 bathroom house located in quiet Cu ...
From $156 per night (USD)VRBO
- From $252 per night (USD)
Expedia
New listing 3bd\/2bt Sleeps 8 \"Sunset Paradise Villa\" on canal Big Pine Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
*BIMINI TOPS or Fold down T-tops boats ONLY DUE TO WATSON ST BRIDGE. Sunset Paradise Villa is a 3 Bedroom/2 Bath cana ...
From $252 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Beautiful, 2100 sq ft 3\/2 w\/ocean views & easy ocean & gulf access.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is your home away from home. Beautiful 3 story home with spacious master bedroom and bathroom located on top floor ...
From $282 per night (USD)VRBO
- From $205 per night (USD)
Expedia
Oceanside Paradise: Kayaks, Free WiFi, A\/C, Grill, Elevated Deck, 24hr Security
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Description: Beautiful newer 2 bedroom / 2 bath elevated tropical home near a waterfront common area in Venture Out, an ...
From $205 per night (USD)Expedia
- From $195 per night (USD)
VRBO
RELAX IN HEAVENLY PARADISE - CUDJOE KEY GETAWAY\n3 MINUTES TO OPEN WATERS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wow!!! Our new spacious 3 bedroom 2 full bath home on a 60 foot wide deep water canal with a 60 foot dock only 1500 fee ...
From $195 per night (USD)VRBO
- From $786 per night (USD)
Expedia
Waterfront Beach House with Dock & Heated Pool!
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 20
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 200 foot dock for your boat. Exclusive ...
From $786 per night (USD)Expedia
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VRBO
CUDJOE ESCAPE PROPERTY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for a great getaway that is convenient, close to everything and affordable? Cudjoe Escape is just for you. This ...
Click For PricingVRBO
- From $528 per night (USD)
VRBO
2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our cozy 2 bedroom 2 bath 2 story home with a private pool offers a vacation to remember in the Lower Keys. Located in L ...
From $528 per night (USD)VRBO
- From $296 per night (USD)
VRBO
Manatee Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Our charming 2 bedroom, 2 bath stilt home has just been completed October 2019, two years after Hurricane Irma blew away ...
From $296 per night (USD)VRBO
- From $403 per night (USD)
Expedia
Captains Quarters - Cudjoe Key - Pool- Up to 45' Boat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Captain’s Quarters located on the beautiful Cudjoe Bay. This waterfront estate checks all the boxes and is ...
From $403 per night (USD)Expedia
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VRBO
Canal Front Home, Heated Pool, Fisherman's Dream
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sailfish Escape is a beautiful 3 bedroom, 2 bath 1400 sq ft home on a peaceful canal. Beautiful large fully stocked kitc ...
Click For PricingVRBO
- From $355 per night (USD)
Expedia
Oceanfront Home With Large Private Deck with boat dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy boating, swimming or just the ocean view in the greatest of privacy. Dinner and entertainment in Key West is a sho ...
From $355 per night (USD)Expedia
- From $185 per night (USD)
VRBO
You can see the ocean from every room in this house… look no further. ☀️
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You have found it. So quiet. So beautiful. On Bogie Channel. One mile from No Name Pub. Only 30 miles from Key West! FU ...
From $185 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Summerland Canal-Front Escape w\/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summerland Canal Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $112 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Waterfront Cozy Cottage with Boat Ramp & Dock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your ...
From $399 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the open water views. Located on the ...
From $300 per night (USD)Expedia
- From $643 per night (USD)
VRBO
Oceanfront, private pool, private spa, dock, gazebo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious home for large family gatherings. Amazing 4 bedroom/3 bath Ocean Front Home on Cudjoe Key with; heated pool, do ...
From $643 per night (USD)VRBO
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Expedia
One bedroom One bathroom sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Venture Out a real nice and secure gated community with a pool , hot tub Pickleball courts , tennis courts , marina wit ...
Click For PricingExpedia
- From $156 per night (USD)
VRBO
Waterfront beach house with boat ramp
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Waterfront home with private boat ramp. Cozy remodeled 2 bedroom 2 bath (plus bonus room and outdoor shower). Enjoy bik ...
From $156 per night (USD)VRBO
- From $651 per night (USD)
Expedia
NAUTILUS...ocean front cottage retreat ~
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nautilus... ocean front cottage retreat ~ Completely remodeled, direct cannal-front cottage offers everything you'll nee ...
From $651 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Oceanside, heated pool, near Key West, space for 20-25 ft boat. Book fall 2024!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 bedroom/2 bath home, sleeps 8. Enjoy early morning coffee or evenings gazing at the stars from the cozy balcony. Dow ...
From $203 per night (USD)VRBO
- From $153 per night (USD)
Expedia
Waterfront home with dock, high-speed WiFi, and central AC - snowbird-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cayo Loco Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $153 per night (USD)Expedia
- From $173 per night (USD)
VRBO
The Pineapple Cottage: Live Your Best Keys Life, 3BR Canal Front Home, Dockage & Pet-Friendly Bliss!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to The Pineapple Cottage, a delightful canal-front home on the serene shores of Big Pine Key. Offering the epitom ...
From $173 per night (USD)VRBO
- From $300 per night (USD)
VRBO
LATITUDE ADJUSTMENT
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Need a “LATITUDE ADJUSTMENT”? Our spotless 2 BR, 2 BA stilt home on a 60’ wide canal in VO at MM23, on Cudjoe Key await ...
From $300 per night (USD)VRBO
- From $410 per night (USD)
VRBO
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Main House - You're in the tropics... listen to the waves, rest, relax or fish, and snorkel. Spacious three bedroom, two ...
From $410 per night (USD)VRBO
- From $223 per night (USD)
Expedia
Canalfront house with private pool, WiFi, private washer\/dryer, and central AC
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 6
Skyway Living Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $223 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Oceanview Cottage: Embrace Island Living with Sandy Toes and Breathtaking Open Water Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Oceanview Cottage, your very own open water paradise in the Florida Keys! Imagine waking up to breathtaki ...
From $175 per night (USD)VRBO
- From $485 per night (USD)
VRBO
Private water front property with ocean access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Beautiful 15,000 sq ft water front property. Steps away from the famous No Name Pub. Steps away from the no name bridg ...
From $485 per night (USD)VRBO
- From $602 per night (USD)
VRBO
Oceanfront Gated Corner lot Amazing Sunsets. 90” BoatDock & 12 person Swim Spa!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
As featured on the TV Show; Selling Coastal, Vista de Sirenas translates to ‘Mermaid Views’ is a piece of paradise with ...
From $602 per night (USD)VRBO
- From $779 per night (USD)
Expedia
44ft Seawall at Sportsman's Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
44ft Seawall at Sportsman's Paradise True Island Paradise. Brand New in the rental program, this 2020 Stilted 2Bd/2Ba ...
From $779 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Cozy & Comfortable 2\/2 on clean canal with easy ocean and gulf access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Tropical canal front home. Enjoy a beautiful open living room and kitchen, large screened porch with views of the canal ...
From $175 per night (USD)VRBO
- From $255 per night (USD)
Expedia
WATERFRONT HOME 35' SEAWALL & DOCK 2 Bedroom 2 Bath Vacation Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy our little piece of paradise! Casa Del Sol is a cozy 820 square foot home that has everything you want for the per ...
From $255 per night (USD)Expedia
- Click For Pricing
VRBO
Key house on canal 5-minutes to ocean with 75’ of dockage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This rustic home offers open beamed ceilings and peek-a-boo views of the ocean from the top living area. Complete with 7 ...
Click For PricingVRBO
- From $269 per night (USD)
Expedia
Little Gem in Paradise, with Terrace & Private Patio in Resort with Amenities.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1Bd/1Ba Highrise Unit Located in a gated community, just 20 miles from Key West, this cottage is the perfect place if y ...
From $269 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Dates available Oct, Nov, Dec 2023
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
2/2Come and enjoy this newly renovated home. Be the first to enjoy! Located in one of the best fishing spots in the Flor ...
From $200 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage #12 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound wi ...
From $238 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Open Water Views - Venture Out Unit 373
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VO373 Ocean Views 35' Dockage Located in the Marina Basin If you are looking for a great location this 2 Bedroom / 2 Bat ...
From $375 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This Chic style home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built ...
From $350 per night (USD)Expedia
- From $123 per night (USD)
VRBO
Dog-Friendly, Canal-Front Home w\/Free WiFi, Central AC, Private W\/D, Boat Access
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
The Blue Marlin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $123 per night (USD)VRBO
- From $414 per night (USD)
Expedia
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR\/2BA Cottage +35’ Private Slip | 80’ Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! TURTLE COVE V ...
From $414 per night (USD)Expedia
- From $236 per night (USD)
VRBO
ISLAND PARADISE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We have central air,1 bedroom, 1 bathroom with fully stocked kitchen, washer and dryer, dishwasher, toaster, keurig duo ...
From $236 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Amazing Open Water Views - Venture Out Unit #374
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VO374 Ocean Views 35' Dockage Located in the Marina Basin If you are looking for a great location this 2 Bedroom / 2 Bat ...
From $375 per night (USD)Expedia
- From $690 per night (USD)
VRBO
OCEANFront Gem! True Southern Exposure - Venture Out Unit 93
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VO093 OCEANFRONT GEM! TRUE SOUTHERN EXPOSURE STILT 2BD/2BA 35' SEAWALL Enjoy breathtaking panoramic ocean views from th ...
From $690 per night (USD)VRBO
- From $189 per night (USD)
Expedia
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
PINK COTTAGE UNIT #3 - Sleeps 4 ACCOMODATIONS: UNIT #3 comes with TV, AC, WIFI & Full Kitchen. full kitchen. Enjoy th ...
From $189 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Canal-front home w\/dock, resort-style amenities, patio, & high-speed WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dock Holiday Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $248 per night (USD)VRBO
- From $485 per night (USD)
Expedia
Beautiful Ocean Views 35' Dockage - Venture Out unit 469
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VO469 Beautiful Ocean Views 35' Dockage 2Bd/2Ba This beautiful home on stilts overlooks the open water for breathtakin ...
From $485 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Panoramic Ocean Front! Venture Out Unit 522
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VO522 Panoramic Ocean Front! 42' Boat Dockage!Beautiful light and bright vacation rental overlooks the most breathtaking ...
From $285 per night (USD)VRBO
- From $150 per night (USD)
Expedia
House 2 bedroom 2 bath Large enclosed porch overlooking canal with boat dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom 2 bath stilt home with large screened in porch overlooking canal and lush tropical coconut palms. Boat dock Wi ...
From $150 per night (USD)Expedia
- From $657 per night (USD)
VRBO
Latitudes - private pool, ocean front, kayaks, outdoor living
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
This brand new 5/6 bedroom 4 bath oceanfront home has a private pool and will share dock space, kayaks and the gazebo w ...
From $657 per night (USD)VRBO
- From $550 per night (USD)
Expedia
REEL ESCAPE - 4 Bedroom \/ 2 Bathroom w\/ Pool & Deep Water Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Impeccably designed and maintained canal front home in Summerland Cove with a Pool! This fully fenced and gated para ...
From $550 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Welcome to Casa Del Mar 305 5251254
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to "Casa Del Mar" (305) 5251254. a 3/2 brand new mid-century modern home in Paradise! This home is a monthly v ...
From $350 per night (USD)VRBO
- From $131 per night (USD)
Expedia
Waterfront home with boat dock, 2 kayaks, 2 bikes, AC & W\/D - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunset Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $131 per night (USD)Expedia
- Click For Pricing
Expedia
Island Dreams in Paradise! - Venture Out Unit 537
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Dreams in Paradise! Lovely Vacation Home with Large Enclosed Porch! This beautiful newly remodeled home is a trop ...
Click For PricingExpedia
- Click For Pricing
VRBO
Paradise Found ! Fully updated Waterfront Home- GREAT FISHING
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fully updated 2 Bedroom/2 bath Canal front home in quiet neighborhood located 20 mins from Key West. -Home elevated on ...
Click For PricingVRBO
- From $217 per night (USD)
VRBO
Breezy Palm 2 bedroom with pool, hot tub, tennis courts, and boat access.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Perfect spot for fishing, lobstering, and snorkeling. Parking for one vehicle, but we have a free overflow lot if you ne ...
From $217 per night (USD)VRBO
- From $295 per night (USD)
Expedia
FL Keys Cottage with Ocean Views - Venture Out Unit 395
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Tropical Island Oasis! Tropical Breezes Across from the Marina! A perfect oasis with beautiful views all day, every day. ...
From $295 per night (USD)Expedia
- From $239 per night (USD)
VRBO
LIVING IN BEAUTIFUL PARADISE
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the view from the large porch overlooking a deep, wide, crystal blue, clear canal with quick boating access to bot ...
From $239 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Nice home on Atlantic side of Cudjoe Key!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This home would be the perfect vacation spot for a small family or a group of friends. There are plenty of fun restauran ...
From $180 per night (USD)Expedia
- Click For Pricing
VRBO
PARADISE IN YOUR HANDS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful clean and spacious home. Relax on your deck or take your boat out, canal goes out to the gulf or ocean to do s ...
Click For PricingVRBO
- From $625 per night (USD)
VRBO
Private Secluded Ocean View & Pool Near Key West
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful Eco-friendly Ocean view home is away from the hustle-bustle of Key West. Welcome to this luxury deluxe va ...
From $625 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Summerland Breeze - Three house retreat, perfect for multiple families
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Breathtaking property located on desirable Summerland Key right on the ocean. There are three structures on the property ...
From $1000 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Newly Remodeled Corner House on the Water
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
There’s no better place to experience the laid-back calm of the Florida Keys than this bright and newly-remodeled two-be ...
From $175 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Beautiful Ocean view with 35' private seawall, 80' Heated Pool, Hottub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous stilt home with beautiful ocean views. This Lobstering paradise is just 1 house down from open water on a deep ...
From $225 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Beach house with Water View, Florida Keys
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy a sunny vacation stay in a dreamy Florida Keys home. The house is a 20 minute drive from Key west and close ...
From $250 per night (USD)VRBO