Great White Heron National Wildlife Refuge Rentals
From $592 per night (USD)VRBO
Waterfront luxury Villa (54) with sunset views and boat slip
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse y ...
From $592 per night (USD)VRBO
From $144 per night (USD)Expedia
Sunsets over the water
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunset views over the water has this large 1/1 with 1 assigned parking space. Only a few minutes from the Island of Key ...
From $144 per night (USD)Expedia
From $759 per night (USD)VRBO
Oceanfront Paradise w Dock for your 35' boat and Huge Tiki and Firepit. Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Direct Oceanfront Home with plenty of outdoor living space. Huge Tiki Hut with ice maker, 50" TV, refridgerator, fire p ...
From $759 per night (USD)VRBO
From $278 per night (USD)Expedia
Sugarloaf Serenity | Spacious, pet-friendly waterfront retreat on Sugarloaf Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great views of Sugarloaf Sound from this ground-level midcentury-era home that offers expansive sound frontage perfect f ...
From $278 per night (USD)Expedia
Click For PricingVRBO
Manufactured Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
Cute 2 bedrooms 2 bath + 2 extra rooms, kitchen, laundry room, 2 living spaces, deck on canal opening to the Gulf of Mex ...
Click For PricingVRBO
From $240 per night (USD)Expedia
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 $240 per night (USD)Expedia
From $466 per night (USD)VRBO
Dulces Suenos \/ Waterfront luxury at a DISCOUNT!\nWhy rent a home on a canal?
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A beautifully appointed home with all the amenities you will need to have an enjoyable vacation. The first thing you wil ...
From $466 per night (USD)VRBO
From $361 per night (USD)Expedia
EMERALD ISLE in Big Coppitt Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***This is a monthly rental only.*** Welcome to Emerald Isle! Quiet mornings and spectacular sunsets can be viewed from ...
From $361 per night (USD)Expedia
From $3004 per night (USD)VRBO
Ocean Front Luxury Vacation Rental Near Key West
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury Villa of the Setting Sun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $3004 per night (USD)VRBO
From $369 per night (USD)Expedia
Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Introducing Castaway On The Keys, your luxurious open water sanctuary awaits! Nestled in the esteemed Doctor's Arm subdi ...
From $369 per night (USD)Expedia
From $417 per night (USD)VRBO
Secluded Tropical Retreat: 60' Dock,Expansive Pool,World-Class Fishing & Lobster
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Finding Remo—a premier, private, luxury retreat nestled within the Great Heron and Key Deer National Wildlife ...
From $417 per night (USD)VRBO
From $572 per night (USD)Expedia
The Perfect Catch: Family Fun and Boater's Bliss in the Keys!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
THE PERFECT CATCH! Escape to paradise in our private stunning Summerland Key Home! This beautifully remodeled residence ...
From $572 per night (USD)Expedia
From $876 per night (USD)VRBO
**INFINITE HORIZONS @ BIG COPPITT** Waterfront Home & Pool + LAST KEY SERVICES…
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! As if a vacat ...
From $876 per night (USD)VRBO
From $287 per night (USD)Expedia
Mermaid Hideaway: Charming 2BR Canal Front Home with Pool, Tiki, Dockage, and Dog-Friendly Amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Mermaid Hideaway, an updated 2BR canal front home on Big Coppitt Key, offering an ideal retreat for your Flor ...
From $287 per night (USD)Expedia
From $458 per night (USD)VRBO
Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf\/Atlantic Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Big Pine Paradise, a beautifully updated 4-bedroom canal front home located in the peaceful Doctor's Arm area ...
From $458 per night (USD)VRBO
From $555 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 $555 per night (USD)VRBO
From $379 per night (USD)VRBO
Blue Wahoo-Perfect Keys Getaway
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Blue Wahoo, the perfect Florida Keys Island Getaway. Check-in to this gorgeous coastal home for a wonderfu ...
From $379 per night (USD)VRBO
From $488 per night (USD)VRBO
POOL! STUNNING NEW OCEANFRONT 4 Bedroom 3+ Acre Private Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Absolutely stunning, OCEANFRONT, dream home with panoramic views like none other. Truly one-of-a-kind property. BRAND NE ...
From $488 per night (USD)VRBO
From $345 per night (USD)VRBO
Perfect Holiday on the water
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Reserve a stay in our waterfront home located on a deep canal with easy access to the Gulf and Atlantic. The home is loc ...
From $345 per night (USD)VRBO
From $570 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 $570 per night (USD)VRBO
From $148 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 $148 per night (USD)VRBO
From $230 per night (USD)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 ...
From $230 per night (USD)VRBO
From $180 per night (USD)VRBO
Waterfront Big Pine Key Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $180 per night (USD)VRBO
From $731 per night (USD)VRBO
Sugarloaf Key Home With Beach, Dock and Canal!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Lush, tropical open water home that offers everything you want for a fabulous Keys vacation. Enjoy your own private bea ...
From $731 per night (USD)VRBO
From $154 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 $154 per night (USD)VRBO
From $180 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 $180 per night (USD)VRBO
From $186 per night (USD)VRBO
The Banana Cabana, Canal Front Home Sugarloaf Key Mm 17
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A tropical paradise with over 1/3 of an acre of lush landscaping for an unprecedented amount of space and privacy in the ...
From $186 per night (USD)VRBO
From $246 per night (USD)Expedia
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 $246 per night (USD)Expedia
From $351 per night (USD)VRBO
Beautiful waterfront home with central AC, dock, lovely balcony & patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Big Pine Key Dreams Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $351 per night (USD)VRBO
From $273 per night (USD)Expedia
Ocean Front, Private home with Boat Dock, 3 bedroom
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream home in the Keys/ Big Coppitt! This stunning single-family home boasts 3 bedrooms, 2 bathrooms, a ...
From $273 per night (USD)Expedia
From $505 per night (USD)VRBO
4BR\/3BA Waterfront Home w\/ Pool, Tiki Bar, Dock, close to Key West, Sleeps 10
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Blue Gem! We’re so glad you’re considering Blue Gem for your next getaway! This beautiful 4-bedroom, 3-bathro ...
From $505 per night (USD)VRBO
From $281 per night (USD)Expedia
Date Palm Destination: Charming 3BR Canal Front Home in Sugarloaf, Dockage & Dog-Friendly Amenities!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Discover your perfect tropical getaway at Date Palm Destination, a charming 3-bedroom canal front home nestled in the he ...
From $281 per night (USD)Expedia
From $462 per night (USD)VRBO
Sunrise Oasis in big pine key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Nestled in the tranquil surroundings of Big Pine Key, Sunrise Oasis offers a serene retreat for those seeking a peaceful ...
From $462 per night (USD)VRBO
Click For PricingExpedia
Big Pine Key Home on Bogie Channel w\/ Dock & Slip!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Inspired by the Bogie Channel right outside, this Big Pine Key vacation rental is the perfect setting for nonstop advent ...
Click For PricingExpedia
From $368 per night (USD)VRBO
Fisherman's Paradise on the Water
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Reserve a piece of paradise in our waterfront home. This beautiful home is located just 7 miles from the entrance of Key ...
From $368 per night (USD)VRBO
From $338 per night (USD)VRBO
Fishing, swimming and relaxing on the porch in Big Pine Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sunrise Drive, the perfect 3 bedroom, 3 bath home for your stay in the Keys. Its located in Tropical Estates, a quiet u ...
From $338 per night (USD)VRBO
From $553 per night (USD)VRBO
Custom Pool home with Dazzling Ocean Views of the crystal clear Florida Keys waters!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Introducing Sapphire Sunsets - Your Open Water Sunset View Retreat Paradise awaits behind the gates of Sapphire Sunsets ...
From $553 per night (USD)VRBO
From $231 per night (USD)VRBO
Island Time Family & Dog Friendly Getaway- Big Coppitt Key seasonal discount 15%
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Now offering a 15% discount during April, May and June 2024 with a 28 day minimum stay! Wake up to Island living with t ...
From $231 per night (USD)VRBO
Click For PricingVRBO
Secluded Jungle Paradise
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Secluded lower keys oasis on 4 acres. Incredible sunrises and sunsets over the water and jungle. Room for the whole fami ...
Click For PricingVRBO
From $329 per night (USD)VRBO
Oceanside, pet friendly, 5\/3 smart home with paddle equip.-SUPs, kayaks & canoe
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
This pet-friendly home completed in 2012 has 5 rooms, 3 king-size beds, and 4 twins plus a twin sofa bed and three full ...
From $329 per night (USD)VRBO
From $351 per night (USD)VRBO
Mermaid Landing, with Private Beach and Mini Golf Course
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Dive into paradise at Mermaid Landing, your ultimate tropical escape nestled in the enchanting Florida Keys! Newly renov ...
From $351 per night (USD)VRBO
From $267 per night (USD)VRBO
House, deck, navigable channel to open sea, 10 minutes to Duval St.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New remodeling house 2/2, laundry inside, jacuzzi, large parking lot, entirely furnished kitchen, quite neighborhood, lo ...
From $267 per night (USD)VRBO
From $268 per night (USD)VRBO
Sun Hutt | Serene & private island getaway on No Name Key
- 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 $268 per night (USD)VRBO
From $255 per night (USD)Expedia
Waterfront, Single-Story Home on a Canal w\/ Dock, Kayaks, AC - 1 Small Dog OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sapphire Sabbatical Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $255 per night (USD)Expedia
From $256 per night (USD)VRBO
Canalside condo with private dock, boat ramp, water-view patio, central AC & W\/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Jewel on Jade Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $256 per night (USD)VRBO
From $3313 per night (USD)Expedia
Pelico Palms Estate.
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 20
Just 15 miles from the vibrant energy of Key West, this secluded haven offers unmatched tranquility, space, and privacy, ...
From $3313 per night (USD)Expedia
From $1965 per night (USD)VRBO
Villa and Guest House of Pelico Palms
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Ready to relax in a fun, secluded environment? These two retreats on the Pelico Palms property are ready to host your ne ...
From $1965 per night (USD)VRBO
From $1792 per night (USD)Expedia
The Villa of Pelico Palms
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This Southern-style home features plenty of space for everyone—plus a private, heated outdoor pool where everyone can co ...
From $1792 per night (USD)Expedia
From $744 per night (USD)VRBO
The Sunset Cottage of Pelico Palms
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This bright cottage on the Pelico Palms property is a perfect little hideaway for a small group! Enjoy relaxing in a cot ...
From $744 per night (USD)VRBO
From $1026 per night (USD)VRBO
Open Water Views, Sunsets and 2 New Beautiful Pools Create Your Island Oasis
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 17
Welcome to the Sugarloaf Family Compound, the perfect Florida Keys Island Getaway for family and friends. Check-in to th ...
From $1026 per night (USD)VRBO
From $462 per night (USD)VRBO
Amazing Waterfront Home with Fabulous Pool and Sunset Views\n
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to the Sugarloaf Guest House, the perfect Florida Keys Island Getaway. As you enter the gate to this charming se ...
From $462 per night (USD)VRBO
From $278 per night (USD)VRBO
Waterfront Sugarloaf Key Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Sugarloaf Key!! Waterfront Home. Enjoy your vacation from this 2 bedroom 2 bath ground level home. You won ...
From $278 per night (USD)VRBO
From $433 per night (USD)VRBO
PARADISE on Sugarloaf Key! 704-650-8105 For current details.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Breathtaking Open Water Views. This spectacular home is in impeccable condition. New Custom Pool. Dock up to a 31' boa ...
From $433 per night (USD)VRBO
From $417 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 $417 per night (USD)Expedia
From $261 per night (USD)VRBO
34’ Catamaran Sailboat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Keys living!!! Come enjoy a relaxing vacation on a 34’ catamaran sailboat, enjoying local sandbars upon charter request( ...
From $261 per night (USD)VRBO
From $528 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 $528 per night (USD)Expedia
From $243 per night (USD)VRBO
2 BD 2 BA canal front home minutes from Key West with parking & dock space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $243 per night (USD)VRBO
From $351 per night (USD)Expedia
Escape the Ordinary and Experience Island Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Tarpon Retreat is a luxurious vacation rental home, nestled in an island paradise located in the Big Pine Key Deer Refug ...
From $351 per night (USD)Expedia
From $377 per night (USD)VRBO
Green Turtle Oasis: Lovely 4BR Canal Front Home, Pool, Dockage, Tiki, Outdoor Dining & Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to the Green Turtle Oasis, a haven nestled on Sugarloaf Key where your tropical paradise dreams come true! Revel ...
From $377 per night (USD)VRBO
From $222 per night (USD)VRBO
Waterfront, bayview home with dockage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Multiple month rentals welcomed and encouraged. Amazing 2 bedroom, 1 bathroom canal front home in Big Pine Key. Recentl ...
From $222 per night (USD)VRBO
From $326 per night (USD)VRBO
Coppitt Cottage - 2\/2, private backyard with waterfall and hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Take a break and unwind at this peaceful oasis. Full house rental on Big Coppitt Key, only 6 miles from Key West. Live ...
From $326 per night (USD)VRBO
From $343 per night (USD)Expedia
Modern Luxury 3 Bed 3 bath. Docked boat access, 15 Minutes from Key West.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to this charming 3-bedroom, 3-bathroom Sugarloaf retreat just minutes from Key West! Step into relaxation with ...
From $343 per night (USD)Expedia
Click For PricingVRBO
Charming 3-bedroom house with WiFi, AC in tranquil Summerland Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Experience Summerland Key like a local in this 3-bedroom house. With a king bed, full bed, twin bed, and bunk bed, this ...
Click For PricingVRBO
From $675 per night (USD)VRBO
Add new headline
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New property description *********************************************************************************************** ...
From $675 per night (USD)VRBO
From $288 per night (USD)VRBO
Waterfront Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a wonderful relaxing vacation in this Keys-styled open-water home located on the east side of Sugarloaf Key. This ...
From $288 per night (USD)VRBO
From $458 per night (USD)Expedia
Hellenga Haven | Amazing 3 bed\/3 bath waterfront retreat with pool & dockage on Big Pine Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Indulge in the ultimate escape at this secluded monthly vacation rental on Big Pine Key. Nestled in serenity, this hidde ...
From $458 per night (USD)Expedia
From $463 per night (USD)VRBO
Tarpon Time | Spacious 4 bed\/3.5 bath retreat with pool & boating on Big Pine Key
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Escape to paradise at Tarpon Time, a stunning brand-new monthly rental nestled in the heart of the Florida Keys. This 4- ...
From $463 per night (USD)VRBO
From $301 per night (USD)Expedia
Waterfront, & Pet Friendly - Loggerhead Lagoon
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Loggerhead Lagoon is a stunning, tropically themed, 3-bed 2-bath home located on a large private lot that offer ...
From $301 per night (USD)Expedia
Click For PricingVRBO
Welcome to Seaside Serenity
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Seaside Serenity, This charming tropical paradise on the water, just 5 miles from Key West, invites you to e ...
Click For PricingVRBO
From $373 per night (USD)VRBO
3 Bedroom 2 Bath Pool Home with Boating
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this beautiful 3 bedroom 2 bath pool home located on a great canal with awesome open water and sunset views!! ...
From $373 per night (USD)VRBO
From $269 per night (USD)VRBO
Gorgeous 2 Bed 2 Bath Pool Home on a Canal
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous canal front 2 bedroom 2 bath pool home located on Big Pine Key. Excellent boating to the Gulf or the Atlantic w ...
From $269 per night (USD)VRBO
From $290 per night (USD)VRBO
Gorgeous 3 Bed 2 Bath Canal Front home with great boating access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to peaceful No Name Key! This 3 bedroom 2 bath home offers a spacious open living area, entertaining kitchen wit ...
From $290 per night (USD)VRBO
From $651 per night (USD)VRBO
Summer Sunsets are waiting for you !!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This property is subject to Monroe County 28 day rental, so short term rentals cannot be taken. If you can stay longer. ...
From $651 per night (USD)VRBO
From $406 per night (USD)VRBO
Best of Both Worlds! 3 bedroom, pool, canal, boat dock. 9 miles from downtown!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Rockland Key Rental House is a cute Key West home that is located only 9 miles from Key West. So enjoy the quaint and qu ...
From $406 per night (USD)VRBO
From $214 per night (USD)VRBO
Peaceful island home on canal with quick access to Bogie Channel.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Peaceful island home located in Big Pine Key's wonderful Doctor's Arm neighborhood. Perfect for chance to relax, fish, ...
From $214 per night (USD)VRBO
From $422 per night (USD)Expedia
Tropical Canal-front Cottage in the Lower Florida Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Snapper Villa is the perfect destination for those looking for a tropical getaway. Set on a canal-front in the Big Pine ...
From $422 per night (USD)Expedia
From $407 per night (USD)VRBO
Enjoy sunrises at this cozy canal front home !
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
GRAND SLAM 1952 Coral Way, Big Pine Key Welcome to the Grand Slam! This Unique rental will make y ...
From $407 per night (USD)VRBO
From $254 per night (USD)VRBO
Sugarloaf Shores Wide Canal 3\/3 Waterfront w\/ 100 ft Seawall in Quite Community.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
28 consecutive day minimum rental. Lower Keys Living at its very best. This This Modern 1,700 sq ft Old Florida Keys Wat ...
From $254 per night (USD)VRBO
From $258 per night (USD)VRBO
Ocean views from every room. This peaceful and gorgeous property is so quiet. ♥️☀️
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
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 $258 per night (USD)VRBO
From $576 per night (USD)VRBO
Luxury Waterfront Home with Gorgeous Pool, Tiki Bar and Sunsets
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Shores of Sugarloaf, the perfect Florida Keys Island Getaway. Check-in to this gorgeous coastal home and ...
From $576 per night (USD)VRBO
From $351 per night (USD)VRBO
Waterfront Oasis in the Keys
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Waterfront oasis with meticulous finishes and a vibrant modern interior giving you the feeling of an upscale resort. Fro ...
From $351 per night (USD)VRBO