National Key Deer Refuge Rentals
- From $335 per night (USD)
VRBO
Beautiful Lagoon view on canal pool home Summerland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Home has high vaulted ceiling and 30 feet of sliding glass windows which over looks the canal, lagoon and ocean. On quie ...
From $335 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Quaint cottage, pool, dockage just minutes to Key West!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage #5 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. One of our most spacious ...
From $235 per night (USD)VRBO
- From $231 per night (USD)
VRBO
A slice of paradise
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Wanna go on vacation but feel Cozy as if your home? 🦎 We got the place for you! 2 bedroom,1 bathroom with living room, ...
From $231 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Cottage with swimming pool and dockage, just minutes to Key West!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cottage #3 - Quaint, clean, comfortable cottage just 20 miles from Key West. Located on the oceanfront. Cottage offers a ...
From $179 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Nader's Vacation Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We have our 3 bedroom 2 bathroom home in Little Torch Key available for anyone looking to take a vacation in the lower ...
From $200 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Lobstering paradise is just 2 houses down from open water on a deep 60 foot wide canal, gorgeous open water views, ...
From $225 per night (USD)Expedia
- From $549 per night (USD)
VRBO
Direct Ocean View! 5 Bed\/3 Bath with room for everyone. Large pool and Dock!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1. Located just 20 miles away from Key West. T ...
From $549 per night (USD)VRBO
- From $202 per night (USD)
VRBO
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cottage #1 - Quaint, clean, comfortable cottage just 20 miles from Key West. Located on the oceanfront. Cottage offers a ...
From $202 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Vacation like a local
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated 3 bedroom/ 2 bathroom + loft, corner canal lot. Fully equipped home. Plenty of room for boat and great ...
From $210 per night (USD)VRBO
- From $625 per night (USD)
VRBO
Open Water ~ Pool Home in Summerland Key
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Prime Oceanfront Tropical Gem & The Ultimate in Luxury Waterfront Living! Florida Keys luxury deep water oceanfront pool ...
From $625 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage #11 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound wi ...
From $235 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage #15 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound wi ...
From $235 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Canal-front Keys escape with amazing view, boat access, firepit, gril, AC, & W\/D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Torchbearer - Lower Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $161 per night (USD)VRBO
- From $691 per night (USD)
VRBO
Modern comfort with a private pool, spa, kayaks, and ocean views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Fandango was designed as the ultimate vacation experience. This house includes all the elements you need for an amazin ...
From $691 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Canal Front Home With Pool And Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Terrific tropical getaway for rent!! 2 Bedroom 3 full bath canal front home with large in ground pool, hot tub and 60 f ...
From $188 per night (USD)VRBO
- From $410 per night (USD)
VRBO
Blue Vacation Home with private heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This vacation home has a spectacular view over Cudjoe Bay to the Atlantic from the upper deck, and from the seats in the ...
From $410 per night (USD)VRBO
- From $585 per night (USD)
VRBO
White Vacation Home. Private heated pool, and great view of the Atlantic Ocean.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Kayaks included with the rental. Property has a small floating dock for your boat. We have 2 other homes right next to t ...
From $585 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Yellow Vacation Home. Private heated pool. Water view.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This vacation home is nestled far off of US 1. Kayaks included in the rental. Rent one or both of our other properties t ...
From $300 per night (USD)VRBO
- From $430 per night (USD)
VRBO
Solstice Seaside Waterfront House w\/Pool & Spectacular Ocean Views\/Min 28 Nights
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful home on the oceanside of Summerland Key on a protected deep water canal one lot in from the ocean. 45' seawal ...
From $430 per night (USD)VRBO
- Click For Pricing
VRBO
WEEKLY Oceanfront Home-Pool, Dock-Available Weekly or Monthly.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Large oceanfront home with breathtaking open water views! Seaclusion is a unique 3,000 square foot custom built home set ...
Click For PricingVRBO
- From $549 per night (USD)
VRBO
Bay View 2 Bed \/ 2.5 Bath Vacation Townhome Rental in Key West Area
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Little Torch Cottages is the perfect Keys vacation get away. Our luxury inspired 2 bedroom townhomes with bay / ocean vi ...
From $549 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Direct Oceanfront Cottage-Sunrise View- #2,
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
These cottages are not fancy, but clean and comfortable. Plenty of space for your boat trailer and public ramp just arou ...
From $175 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Sirena Key Cottage in Venture Out
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VO365 Sirena Key Cottage 35' Seawall It's a wonderful time to enjoy Paradise! Quick ocean side access to gulf a ...
From $270 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Relaxation in Paradise - Open Water Canal
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Relaxing in the beautiful Florida Keys, it does not get any better than this! Swimming and snorkeling in the crystal cl ...
From $150 per night (USD)VRBO
- From $86 per night (USD)
VRBO
Peaceful Island Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
This studio bedroom has a private entrance with rustic island feel. It is sufficient for ONE person, only. Queen- size b ...
From $86 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Kelly's Kabin - Adorable Private Summerland Key Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Kelly's Kabin is a recently renovated property freshly painted in tropical blues. It's a private home without neighbors ...
From $200 per night (USD)Expedia
- Click For Pricing
VRBO
Cozy 2 Bedroom home in Summerland Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our home is located in a quiet and cozy area 5 minutes away from the famous Ramrod Swim Hole; a local treasure. It is al ...
Click For PricingVRBO
- From $107 per night (USD)
VRBO
Waterfront Big Pine Key Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our 2 bedroom/2 bath vacation rental sleeps 6 and is located in the exclusive Doctors Arm area of Big Pine Key, in the l ...
From $107 per night (USD)VRBO
- From $420 per night (USD)
VRBO
Spectacular sunsets and open water views at this 3 BR 3 BA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spectacular sunsets and open water views at this 3 BR 3 BA home on Summerland Key. Brand new dock for your large boat ...
From $420 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Waterfront house conveniently located.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
From here you can enjoy all that the Keys have to offer. Conveniently located at the 23 mile marker. Walk to Square G ...
From $275 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Cudjoe Bay Access Vacation House In Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our house in paradise! This elevated canal house is the fourth property away from Cudjoe Bay and the Atlantic ...
From $200 per night (USD)VRBO
- From $174 per night (USD)
VRBO
Tarpon Tales | Fantastic boating, pet-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
An angler's dream! Comfy 2 bedroom / 2 bathroom home on a large and lush canalfront property just minutes from the chann ...
From $174 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Casa Playa | Canalfront getaway, 4 beds, 2 baths, on Ramrod Key
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Casa Playa, your spacious 4-bedroom, 2-bathroom retreat nestled in the serene beauty of Ramrod Key. This invi ...
From $164 per night (USD)VRBO
- From $247 per night (USD)
VRBO
Newfound Paradise | 3 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous open water views from this 3 bedroom, 2 bath pool home on Ramrod Key. Great views from the open plan main livin ...
From $247 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Lower Keys Retreat.....
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This beautiful home located in Eden Pines subdivision on Big Pine Key has the best of everything. Furnished with the fin ...
From $233 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Paradise Retreat ~ BPK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
~3/2 home with heated pool located on large ,private and fenced property. Screened room and patio deck. Privacy is key t ...
From $180 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Pool Home on Tranquil Private Cruikshank Island available for MARCH 2024!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Atlantic Chateau, is a beautiful 3 bedroom 2 bath house on Cruikshank Island. Cruikshank Island is a peaceful private is ...
From $300 per night (USD)VRBO
- Click For Pricing
Expedia
3\/2 two story home with pool and 80' dock on canal ocean side.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful property and landscaping, 3/2 with pool sleeps 8-10, large 12,000 sq ft lot with 80' dock, The place to be is ...
Click For PricingExpedia
- From $225 per night (USD)
VRBO
Canal Front Home in Big Pine Key with Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedrooms, 2 Baths, Sleeps 6 The 3 bedroom 2 bath canal front home is located in a quiet neighborhood located on Big P ...
From $225 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage #13 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. SpaciouQuaint, clean, co ...
From $235 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Cottage with Pool and Boat Dockage just minutes to Key West!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cottage #2 - Charming and serene, clean, comfortable cottage just 20 miles from Key West. Located adjacent to the pool. ...
From $174 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Castaway to Sugarloaf Key for a vacation home like no other. This large corner lot 4 bedroom / 3-bathroom home offers un ...
From $400 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Dock, Htd 80' Pool, Deep Channel, 15 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 ...incredible views. ...
From $250 per night (USD)VRBO
- From $139 per night (USD)
VRBO
Fisherman's Paradise\/Easy Ocean Access\/Quiet Key Deer Preserve! TIME TO FISH!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This cozy, clean, canal front home is located in a quiet, family friendly, National Key Deer Refuge. 3 bedroom, 2 baths ...
From $139 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Stylish & Beautiful Home on Pristine Canal, 4 Minutes to Open Water
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently restored 2 bedroom, 2 bath classic Florida home sleeps 6 with original terrazzo floors in prestigious Cudjoe Ga ...
From $190 per night (USD)VRBO
- From $389 per night (USD)
VRBO
Cudjoe Cottages, swimming pool, just 20 miles from Key West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
House B - This lovely 3 bedroom 2 full bath home is located on the Atlantic Ocean. There is always a gentle breeze on th ...
From $389 per night (USD)VRBO
- From $205 per night (USD)
VRBO
Waterfront Relaxation and Barefoot Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pack your bags and bring your boat! This home is located on the canal with easy access to the Gulf and Atlantic. It is e ...
From $205 per night (USD)VRBO
- Click For Pricing
Expedia
Pirates Pleasure Fishing and Snorkeling.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Mobile home on boating canal, access to the contents for flats fishing and the Atlantic for deep sea fishing. Property ...
Click For PricingExpedia
- Click For Pricing
Expedia
Paradise in the Keys - 2\/2 Open Water with a pool. House is open to a 6 month
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully appointed 2 Bed 2 Bath, open water home with pool, located on Ramrod Key. Recently renovated top to bottom a ...
Click For PricingExpedia
- From $268 per night (USD)
Expedia
Springs Venture Out Dolphin House (#386) with beautiful open water views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Home has some of the absolute best views of the Ocean; sitting on your deck watching nature at its best. Our 35ft s ...
From $268 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Doctors Arm waterfront with pool and Tiki hut. Ocean and backcountry access.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
- Pool and Tiki hut. -2017 construction home on a 10,000 sf lot on a 40 foot wide canal. -Please note that there is a 28 ...
From $250 per night (USD)VRBO
- From $160 per night (USD)
VRBO
Waterfront Big Pine Key Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
House, 2 Bedrooms + Sofa bed, 2 Baths, (Sleeps 4-6) Our 2 bedroom/2 bath vacation rental sleeps 6 and is located in the ...
From $160 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Ocean view home -Private launch & breath taking sunset views-min 28 day rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Minimum Rental is 28 Days to a single family or party (no subleases allowed). Simply Breathtaking VIEWS of the sunset ...
From $210 per night (USD)VRBO
- From $625 per night (USD)
VRBO
Spectacular oceanfront home with private pool, spa, kayaks, dock, and games
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Beautiful Ocean Front Home with six bedroom/Four bath. New memory foam mattresses in King and Queen rooms. Enjoy the h ...
From $625 per night (USD)VRBO
- From $130 per night (USD)
VRBO
2\/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Terrific Key getaway for rent!! Newly remodeled 2 Bedroom 2 full bath canal front home with 50 feet of dock. Located in ...
From $130 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Big Pine Key, 3 BR, 2 1\/2 Bath, Private Canal, Close to everything, KW
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Florida Keys, Big Pine Key, located in Big Pine Key Florida. This home was remodeled in 2018 with new everything includi ...
From $292 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Views Views! Direct Oceanfront, Beautiful Inside!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
View, views, views! Totally beautiful modern home has a very large balcony which provides an opportunity for endless d ...
From $301 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Deep\/Wide\/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Amazing canal front 3 bed 3 bath open concept house located in prestigious community of Summerland Key Cove. It is the ...
From $175 per night (USD)Expedia
- From $583 per night (USD)
VRBO
Oceanfront Paradise w Dock for your 35' boat and Huge Tiki and Firepit. Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Direct Oceanfront Home with plenty of outdoor living space. Huge Tiki Hut with ice maker, 50" TV, refridgerator, fire p ...
From $583 per night (USD)VRBO
- Click For Pricing
Expedia
Kokomo 3\/2 home on canal quick boating access Cudjoe Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully remodeled 3 bedroom 2 bath home with 60’ concrete dockage in Cudjoe Key. Home is perfectly appointed with ev ...
Click For PricingExpedia
- From $999 per night (USD)
VRBO
One of the very few beach houses with a daily, rental license in the Keys.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This is a newly remodeled four bedrooms elegant house. The property has its own private beach located in the heart of Su ...
From $999 per night (USD)VRBO
- From $183 per night (USD)
Expedia
EMPTY RV LOT - Sea Esta in Cudjoe Key!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 6
This RV LOT has it all! This is a great spot for those who want to enjoy open water views without having the hassle of g ...
From $183 per night (USD)Expedia
- From $225 per night (USD)
VRBO
New Listing! Beautiful Canal front , Key Deer and jacuzzi.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
-Remodeling house 3 bedroom and 3 bath. -Please note that there is a 28 minimum rental period for this property. - D ...
From $225 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Island Therapy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful 2BD/2BA vacation home features open water views and a full size 35' seawall for docking a boat. Amenities incl ...
From $220 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Family friendly canal home,150 ft dock, easy access to Atl & Gulf
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Welcome to our home, “Reel’em Inn” Big Pine Key, an excellent location for a relaxing vacation with family and friends 3 ...
From $375 per night (USD)VRBO
- From $400 per night (USD)
VRBO
The edge of the river of Poseidon
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Neptune’s End is the perfect island getaway home. This home sits ocean front and has unobstructed views of Cudjoe Bay ou ...
From $400 per night (USD)VRBO
- From $483 per night (USD)
VRBO
Luxury Ocean View 2 Bed \/ 2.5 Bath Townhome in the Keys
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Little Torch Cottages is the perfect vacation get away in the Key West Area. Our luxury inspired 2 bedroom townhomes off ...
From $483 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Canal Front (Deep Water) Tropical Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Custom designed Tropical Keys Home located on one of the nicest flow through deep water canals leading to the ocean in ...
From $220 per night (USD)VRBO
- From $346 per night (USD)
VRBO
AMAZING POOL HOME. LITTLE TORCH KEY. TRUE KEYS EXPERIENCE. GREAT FISHING AREA.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
One of the Keys' best-kept secrets is Little Torch Key. Little Torch Key is a tiny island that you'll cross at the 28th ...
From $346 per night (USD)VRBO
- From $215 per night (USD)
Expedia
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Come vacation in this cozy two bedroom with one bath home. The home has been recently renovated. Just added a non touch ...
From $215 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Waterfront Home in The Fabulous Florida Keys with Peak-A-Boo Views of the Bay!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PEAK A BOO BAY VIEWS & QUICK ACCESS TO THE OPEN WATERS; GULF & OCEAN. We’d like to share our home with you. It’s a very ...
From $158 per night (USD)VRBO
- From $120 per night (USD)
VRBO
Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The property has direct access to the Atlantic Ocean or the Gulf in minutes, providing some of the finest bluewater fish ...
From $120 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Enjoy Caribbean weather. Last minute opening beginning 4\/6\/24! Enjoy the Keys!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our home is a bungalow with cathedral ceilings. It is spacious and sparkling clean. Our home is #655 at Venture Out on ...
From $200 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Mariners Cove - The Kraken House
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Mariner's Cove is a private island oasis. Featuring 5 large guest rooms, 3 full bathrooms and 2 1/2 bathrooms, Gourmet C ...
From $600 per night (USD)VRBO
- From $145 per night (USD)
VRBO
Conch House on a Quiet Canal : Monthly Only
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Conchcanary is located on Little Torch Key, in the heart of the Florida Keys. Come relax in our hammocks with a tropical ...
From $145 per night (USD)VRBO
- Click For Pricing
VRBO
SPCL FALL RATES __THREE LOTS WITH POOL AND DOCK!! SECLUDED LOWER KEYS RETREAT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Please note that we have a 28 day minimum rental period with no subletting. This is a Monroe County Regulation to preser ...
Click For PricingVRBO
- From $300 per night (USD)
VRBO
Open water views! Huge lot and breathtaking views from this newly updated home.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
NEW POOL completed by JUNE 2024!!!! Captivating views from sunrise to sunset overlooking expansive salt ponds and open w ...
From $300 per night (USD)VRBO
- From $185 per night (USD)
Expedia
35 min from Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Very relaxing spot with a large back porch, and perfect for boating with access to the bay or ocean. Just lounge around ...
From $185 per night (USD)Expedia
- From $544 per night (USD)
VRBO
2 Bedroom 2.5 Bath Luxury Townhome in the Keys
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy memorable sunsets, magnificent bay / ocean views and revel in all the local charm and activities the Keys have to ...
From $544 per night (USD)VRBO
- From $497 per night (USD)
Expedia
Blue Fish Point: Tranquil, Luxurious Waterfront Oasis, Amazing Sunsets, Pool, Tikis, Dock & Dogs OK!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the captivating retreat of Blue Fish Point, a haven nestled on a sprawling 3-acre expanse, offering an exclus ...
From $497 per night (USD)Expedia
- From $900 per night (USD)
VRBO
Brand New Modern Ocean Front Luxury Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Watch spectacular sunsets from this brand new high-end ocean front home with panoramic water views. Immaculate conditio ...
From $900 per night (USD)VRBO
- From $1110 per night (USD)
VRBO
Connecting 2 Bed \/ 2.5 Bath Luxry Townhomes w\/Seperate Entrances - Can Sleep 12
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Our luxury inspired water front resort community is the perfect Keys vacation get away. We offer connecting fully furnis ...
From $1110 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Relax at the flying hogfish
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located on beautiful Summerland Key, this is the perfect vacation home for any family. Just 20 minutes from Key West an ...
From $175 per night (USD)VRBO
- From $190 per night (USD)
Expedia
**BEAUTIFUL HOME ON CANAL, W\/BOAT RAMP & DOCK, BIKES & KAYAKS**
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This fully furnished light and airy 3 bedroom 2 bath home has been newly remodeled to include a granite kitchen with new ...
From $190 per night (USD)Expedia
- From $152 per night (USD)
VRBO
The Hideaway: Discover and Lose Yourself! Newly Decorated Canal Front Home, Dockage & Dog-Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "The Hideaway," a charming canal-front retreat nestled adjacent to a serene nature preserve on Big Torch Key. ...
From $152 per night (USD)VRBO
- From $200 per night (USD)
VRBO
April 2024 Available!! Beautiful Canal Front Heated Pool 4 Bdr Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Modern 3 bedroom 2 bath stilt home centrally located in Big Pine. Large heated / chilled swimming pool with tanning le ...
From $200 per night (USD)VRBO
- From $661 per night (USD)
VRBO
Waterfront Anchor House with Boat Basin & Ramp!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin and ramp for your boat. The ...
From $661 per night (USD)VRBO
- From $430 per night (USD)
VRBO
Waterfront Haven House with Boat Basin & Ramp!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin and ramp for your boat. The ...
From $430 per night (USD)VRBO
- From $237 per night (USD)
VRBO
The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock & Dog-Friendly Bliss!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Salty Sailfish, a magnificent canal-front home nestled on Cudjoe Key. With updated furnishings and a comm ...
From $237 per night (USD)VRBO
- From $699 per night (USD)
Expedia
Tropical Oasis with Beautiful Home, Pool, Dock and Tiki Hut
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Searching for your own private Keys resort? Look no further! Our "Retiro Sin Nombre" home is located on the famed and ...
From $699 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Beautiful House with pool in the amazing Florida Keys.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful House with pool on the corner of the beautiful canals of Ramrod Key, board your boat from the garden of your h ...
From $258 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Mickey and Lynn's House of Windows
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Secluded two story above garage corner lot gives you a panoramic views of water and near by park. Key deer frequent the ...
From $310 per night (USD)VRBO
- From $334 per night (USD)
VRBO
**TIDEWATER 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! TIDEWATER VIE ...
From $334 per night (USD)VRBO
- Click For Pricing
Expedia
House of the Rising Sun - VO479
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VO479 Spectacular Oceanfront Panoramic Views! 55' Seawall w/ Whips- A Boater's Paradise!Enjoy breathtaking panoramic oce ...
Click For PricingExpedia
- From $714 per night (USD)
VRBO
Newly Renovated Ocean Estate- Relax and enjoy this magnifecent
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Magnificent Ocean Front Estate! Enjoy breathtaking views of the ocean from the large screened in porch. Prepare freshly ...
From $714 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Great Location , Great Vibes
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Quiet, secluded Keys house ideal for larger groups of friends and family's. Equal distance to Marathon and Key West. ...
From $400 per night (USD)Expedia
- Click For Pricing
VRBO
Kiki’s Casa: Beautifully Updated Canal Front Home, Pool & Dockage, Quick Access to Atlantic or Gulf!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Kiki's Casa - Your Beautifully Updated Canal Front Retreat in the Florida Keys! Discover the ultimate vacation experienc ...
Click For PricingVRBO
- From $319 per night (USD)
Expedia
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful home overlooking the Atlantic Ocean is part of the Sunrise Beach Resort, an exclusive gated community bui ...
From $319 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Serenity on San Remo: New dock & custom pool on Big Pine Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy unmatched privacy and serenity during your stay at this gorgeous canalfront 3 bedroom/3 bathroom pool home with br ...
From $322 per night (USD)VRBO
- Click For Pricing
Expedia
Ocean Front - Private 56' Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VO095 Spectacular Oceanfront Panoramic Views 56' Seawall Boaters Paradise! $150 additional discount given at booking for ...
Click For PricingExpedia