Big Pine Key, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Big Pine Key, Florida on RentalSaver.com!

Big Pine Key Rentals

From $422 per night (USD)
VRBO
Waterfront home with screened lanai, patio, central AC, & washer/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Nautical Nimbus Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $422 per night (USD)
VRBO
From $700 per night (USD)
VRBO
Big Pine Key! 3 bedroom house 2 bath sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Large outdoor kitchen , sitting area, corn hole activity area, swim spa , entertainment ( outdoor tv & outdoor speakers ...
From $700 per night (USD)
VRBO
From $287 per night (USD)
VRBO
Florida Keys Water Front Vacation Home with Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful 3-BR waterfront house with pool that is located directly on an ocean canal with easy access to the Gulf of Mex ...
From $287 per night (USD)
VRBO
From $215 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 $215 per night (USD)
Expedia
From $210 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 $210 per night (USD)
VRBO
From $575 per night (USD)
VRBO
SEA FOREVER! Gorgeous Ocean-Front Paradise!
Bedrooms:
3
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 $575 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Bungalow oasis with lots of room
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Fenced property! Not to mention all the key deer that come and visit. 2 bedrooms 1.5 bathroom 1 car garage concrete ho ...
From $160 per night (USD)
VRBO
From $468 per night (USD)
Expedia
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 $468 per night (USD)
Expedia
From $216 per night (USD)
VRBO
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 $216 per night (USD)
VRBO
From $576 per night (USD)
Expedia
3-bedroom on water. Cable, WiFi, AC, Hot tub, Dock. Feb & March 2026 Available!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make yourself at home in this 3-bedroom waterfront Big Pine Key retreat. This brilliant house features 2 king beds and 1 ...
From $576 per night (USD)
Expedia
From $326 per night (USD)
VRBO
🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Tropical retreat in the heart of Florida Keys. Relax island-style in this private updated RV - just 30 miles from Key We ...
From $326 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Tropical 5BR Paradise, Private Pool, Hot Tub, Canal Access – Sleeps 12
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Your unforgettable Big Pine Key adventure starts here! This spacious 5-bedroom, 3-bath private retreat sleeps 10–12 gues ...
From $458 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Peaceful Big Pine Tropical Seaside
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to newly built Seaside Ocean Escape—a beautiful 3BR coastal retreat boasting a 75-ft dock with quick direct ocea ...
From $147 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Cloud Nine Casita At Big Pine
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
About this space Welcome to your Ultimate Luxury Island Escape! This beautiful waterfront property featuring modern fini ...
From $276 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Big Pine House, 4/2 two story, canal access 75 ft dock and stunning Bay view.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
House for rent in paradise. Bring your family and enjoy great fishing, beautiful sunsets from the balcony and just relax ...
From $250 per night (USD)
VRBO
From $328 per night (USD)
Expedia
JULY/AUG 2025 STILL AVAILABLE!!! 3 BR Canal Home in Big Pine - Private Pool/Spa!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Barracuda Bungalow in Big Pine Key! This quaint ground level home is reminiscent of old Florida Keys with som ...
From $328 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Water Views / Heated Swimming Pool / Hot Tub / Boat Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New swimming pool ( with option to be heated for a fee ) and hot tub with amazing water views. Welcome to Paradise! Stay ...
From $309 per night (USD)
VRBO
From $455 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 $455 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Mi Sueno | 3 bed, 2 bath canalfront home with new pool & spa!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience the laid-back island lifestyle in this delightful ground-level pool home located in a quiet neighborhood on t ...
From $326 per night (USD)
VRBO
$Tarpon Time | Spacious 4 bed\/3.5 bath retreat with pool & boating on Big Pine Key$
From $405 per night (USD)
Expedia
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 $405 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Relax in Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Very eclectic Conch-style Key West home on Big Pine Key. Appropriately appointed for a relaxing stay. Large living room ...
From $218 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Boater's Paradise with Boat Dock / Quick Open Water Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with a boat dock. Steps away from ocean wat ...
From $236 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Rising Sun: Unique, Round Canal Home on Big Pine Key, Offering Dock & Dog-Friendly Accommodations!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $172 per night (USD)
VRBO
From $273 per night (USD)
VRBO
Big Pine Retreat will leave you wanting to come back year after year!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly remodeled home is cozy, yet spacious. Situated in the Whispering Pines neighborhood you will experience relax ...
From $273 per night (USD)
VRBO
From $464 per night (USD)
VRBO
Beautiful Open-Water Property
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This well-appointed 3-bedroom x 3 full-bathrooms seaside property faces west on the open sea (<1mi to the next island) w ...
From $464 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Canal front pool home. Ocean side of Big Pine. Open water views.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ocean side canal front pool home with open water views minutes to Newfound Harbor. Short boat ride to Looe Key. Easy acc ...
From $328 per night (USD)
Expedia
From $247 per night (USD)
VRBO
Easy access to beautiful Keys water & a short drive to Key West fun!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Easy access to Lower Keys Paradise. Conveniently located on Big Pine Key - close to the bait shop, dive shop. local rest ...
From $247 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 $364 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 $364 per night (USD)
VRBO
From $273 per night (USD)
VRBO
Lost At Atlantis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The perfect vacation home in Big Pine Key. This beautiful 3 bedroom, 2 bath canal front home has over 100' concrete sea ...
From $273 per night (USD)
VRBO
From $972 per night (USD)
VRBO
Boat dockage & a great Gulf-front Big Pine retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Tiki Beach House, your exclusive 4-bedroom, 3-bathroom retreat nestled on the Gulf side of the enchanting Big ...
From $972 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Excellent boating location-65 ft frontage on deep canal
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Excellent location 2 bedroom 2 bath home with a 65 ft sea wall on wide canal in Big Pine Key. This is a perfect location ...
From $221 per night (USD)
VRBO
From $229 per night (USD)
VRBO
Perfect getaway keys
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautifully furnished two bedroom two bath canal home located in Big Pine Key. Fully equipped kitchen with granite coun ...
From $229 per night (USD)
VRBO
From $353 per night (USD)
VRBO
Two separate units~ 1 price. Boat launch-dock-hot tub. Book 2 weeks get 2 FREE!
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 $353 per night (USD)
VRBO
From $422 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
You’re on island time at “The Island Girl”.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come out an relax at our tropical escape. Only 33 miles North of Key West and 7 miles south of Bahia Honda State Park. O ...
Click For Pricing
Expedia
From $258 per night (USD)
VRBO
🐠 HEATED SWIM SPA / OPEN WATER VIEWS / BOAT DOCK / LUXURIOUS / BUILT IN 2023🐬
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to boater’s dream location with 45 Ft of concrete dockage for boat. Large canal with QUICK Gulf & Ocean access t ...
From $258 per night (USD)
VRBO
Click For Pricing
Expedia
Fill the Day with Sun & Fun!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Do everything or nothing at this Florida Keys 2br/2ba! Relax on the screened porch, kayak in the canals or take a boat r ...
Click For Pricing
Expedia
From $339 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 $339 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Slice of Paradise: Captivating Open Water Views, Deep Canal, Dockage, Heated Pool, and Pet-Friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $320 per night (USD)
Expedia
From $194 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 $194 per night (USD)
VRBO
From $140 per night (USD)
Expedia
Beautiful 2/2 Waterfront Designer Home for your family vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the best that the keys has to offer in this custom built designer home that has everything to make your vacation a ...
From $140 per night (USD)
Expedia
From $865 per night (USD)
VRBO
Conch House - Ocean front with dock and pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Conch House is located at mile marker 28.5 on Little Torch Key. You can dock your boat right in your own front yard! ...
From $865 per night (USD)
VRBO
From $846 per night (USD)
Expedia
Little Torch Key Nest - Ocean view with pool
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
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 $846 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
There's no better place to experience the magic of the Florida Keys than this bright and remodeled three-bedroom getaway ...
From $407 per night (USD)
VRBO
From $833 per night (USD)
Expedia
Waterfront Captain House with Boat Basin & Ramp!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin for your boat. The property ...
From $833 per night (USD)
Expedia
From $529 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 $529 per night (USD)
VRBO
From $349 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 $349 per night (USD)
Expedia
From $489 per night (USD)
VRBO
Gorgeous Beachfront Home with a pool. Water views from every direction.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Step into your own island paradise! Welcome to this 5 bedroom 3 bath home. Featuring a large private beach with a heated ...
From $489 per night (USD)
VRBO
From $237 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 $237 per night (USD)
Expedia
From $1827 per night (USD)
VRBO
Waterfront Beach Houses with Dock & Heated Pool!
Bedrooms:
5
Bathrooms:
8
Sleeps:
20
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront homes with 200 foot dock for your boat. Two exclu ...
From $1827 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Beautiful House on Canal - minutes to the Atlantic, no bridges
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The 3 bed/3 bath canal front home provides quick access to the Atlantic and Looe Key with no bridges. 60' of canal fr ...
From $301 per night (USD)
Expedia
From $2451 per night (USD)
VRBO
A Tropical Luxury Getaway, Your own private resort!!
Bedrooms:
6
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 $2451 per night (USD)
VRBO
From $351 per night (USD)
Expedia
New pool & Huge master suite! Open water views , 2 stories of wrap around decks
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Captivating views from sunrise to sunset overlooking expansive salt ponds and open water from this newly renovated 2-sto ...
From $351 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $223 per night (USD)
Expedia
Your Best Fishing And Relaxing Experience! 2/2 Waterfront Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This secluded waterfront home is on a quiet dead-end street at mile marker 25. It offers all the amenities you need to e ...
From $223 per night (USD)
Expedia
From $225 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 $225 per night (USD)
VRBO
From $250 per night (USD)
Expedia
JUNE-AUG 2025 DISCOUNT! - 2 Bedroom FL Keys Canal Home - Great Boating Access!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Pirates Quay! This newly remodeled 2 bedroom home in Little Torch Key is one of the nicest, most thought-out ...
From $250 per night (USD)
Expedia
From $161 per night (USD)
VRBO
Charming canal front 2-bedroom mobile home with WiFi and AC in Little Torch Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRBO required we create a new listing after 9 years and 20 perfect 5 star ratings!!! We had the same guests for the pas ...
From $161 per night (USD)
VRBO
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Expedia
Close to Key West Canal-front retreat w/ kayaks located on Little Torch Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Introducing Aj’s Hideout – Welcome to your idyllic retreat in Little Torch Key, nestled in the heart of a charming fishi ...
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Expedia
From $433 per night (USD)
VRBO
Open Water Modern Home 2/2
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RARE FIND OPEN WATER VIEWS FROM ALL ANGLES AND DECK! Located on Little Torch Key 28.5 mm Jolly Roger Estates. Meticulous ...
From $433 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Private Florida Keys Escape w/ Pool, Dock, Tiki Bar – Pet Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Little Torch Treasure – Private Pool, Tiki Bar, Dock, and More in the Florida Keys Welcome to Little Torch Treasure, you ...
From $432 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Brand new home on the Gulf with your own boat slip
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience Big Pine Key like a local in this marvelous 2-bedroom estate. With amenities like a hair dryer, washing machi ...
From $204 per night (USD)
VRBO
Click For Pricing
Expedia
Keys Living Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Comfortable Cottage in the heart of the Fabulous Florida Keys! Only 30 minutes from Key West and 15 minutes from Bahia H ...
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Expedia
From $566 per night (USD)
VRBO
Open water view, boat dockage, 4 bedroom Home in Big Pine Key
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Welcome to The Grand Tortuga, your luxurious retreat in Big Pine Key, Florida! This recently renovated, waterfront haven ...
From $566 per night (USD)
VRBO
From $459 per night (USD)
VRBO
The Egret House, a charming waterfront home on Big Pine Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Stay where the palm trees meet the ocean. The Egret House is a quaint and charming home nestled in the lower Florida Ke ...
From $459 per night (USD)
VRBO
From $373 per night (USD)
VRBO
Mariner's Manor - Private Canal-Front Oasis on Big Pine Key 3/2
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover your perfect getaway on Big Pine Key with this exceptional three-bedroom, two-bathroom canal-front home. Fully ...
From $373 per night (USD)
VRBO
From $439 per night (USD)
VRBO
Bay View 2 Bed / 2.5 Bath Vacation Townhome Rental in Key West Area
Bedrooms:
2
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 $439 per night (USD)
VRBO
From $204 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 $204 per night (USD)
VRBO
From $104 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 $104 per night (USD)
VRBO
From $322 per night (USD)
VRBO
5 Pirate's - Pool & seawall for boat
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
3 bedroom/2 bath - Canal Front Home on Little Torch Key with; heated pool, concrete seawall and tiki hut. There is an o ...
From $322 per night (USD)
VRBO
From $314 per night (USD)
Expedia
7 Seas Bring your boat
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
3 bedroom/3 bath Canal Front Home on Little Torch Key with concrete seawall for docking your boat, sparkling pool and b ...
From $314 per night (USD)
Expedia
From $463 per night (USD)
VRBO
2 Bedroom 2.5 Bath Luxury Townhome in the Keys
Bedrooms:
2
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 $463 per night (USD)
VRBO
From $919 per night (USD)
VRBO
Connecting 2 Bed / 2.5 Bath Luxry Townhomes w/Seperate Entrances - Can Sleep 12
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Our luxury inspired water front resort community is the perfect Keys vacation get away. We offer connecting fully furnis ...
From $919 per night (USD)
VRBO
$HEAVENLY PARADISE-60' DOCK SO CLOSE TO OPEN WATER---\nLITTLE TORCH KEY$
From $161 per night (USD)
VRBO
HEAVENLY PARADISE-60' DOCK SO CLOSE TO OPEN WATER---\nLITTLE TORCH KEY
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our new spacious 3 bedroom 2 full bath home on a wide deep water canal with a 60 foot dock only 2 minutes fro ...
From $161 per night (USD)
VRBO
From $203 per night (USD)
Expedia
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 $203 per night (USD)
Expedia
From $379 per night (USD)
VRBO
FLORIDA KEYS PARADISE! HEATED SWIMMING POOL
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
For Lazy Days is a beautiful 3 bedroom 2 bathroom house on a quiet street. (king in master, king in 2nd room, queen & fu ...
From $379 per night (USD)
VRBO
From $471 per night (USD)
VRBO
Luxury Ocean View 2 Bed / 2.5 Bath Townhome in the Keys
Bedrooms:
2
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 $471 per night (USD)
VRBO
From $279 per night (USD)
VRBO
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 $279 per night (USD)
VRBO
From $139 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 $139 per night (USD)
VRBO
From $315 per night (USD)
VRBO
Deep Water Corner Canal Lot with Heated Pool, Tiki Hut & 240' Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located on a large corner lot on beautiful Little Torch Key, this newly renovated, tropically-themed, three bedroom, two ...
From $315 per night (USD)
VRBO
From $436 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 $436 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Newer Construction Private Luxury Waterfront Home w/ Heated Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Newer construction 4 bedroom waterfront home on a double lot with heated pool, floating dock, tiki bar, kayaks, deep can ...
From $393 per night (USD)
VRBO
From $470 per night (USD)
Expedia
2 Bedroom 2.5 Bath Luxury Townhome 26 Miles from Downtown Key West
Bedrooms:
2
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 $470 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Starfish - Ocean front with dock and pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Starfish House - Dock your boat at your back door 3 bedroom 2 bath ocean front home with pool This home is a GEM. Very ...
From $670 per night (USD)
VRBO
From $669 per night (USD)
Expedia
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 $669 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Water View Town Home
Bedrooms:
2
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 $469 per night (USD)
VRBO
From $470 per night (USD)
VRBO
Water View Town home
Bedrooms:
2
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 $470 per night (USD)
VRBO
From $180 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 $180 per night (USD)
VRBO
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Expedia
The Happy House will be your Happy Place
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This house has a seawall where you can dock your boat in a deep canal. It over looks a protected preserve where you can ...
Click For Pricing
Expedia
From $517 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 $517 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Beautiful 3 Bedroom Canal Home in Little Torch Key, FL w/ Great Boating Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to "SUNSET LANDING". Located in one of the best boating areas in the Florida Keys, this beautiful 3 bedroom home ...
From $415 per night (USD)
Expedia
From $673 per night (USD)
VRBO
Ocean Depth Room Barnacle Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Welcome to Barnacle Resort, your seaside sanctuary where luxury, comfort and adventure combine seamlessly. This ...
From $673 per night (USD)
VRBO
From $747 per night (USD)
Expedia
Treehouse Private Village Barnacle Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Welcome to Barnacle Resort, your seaside sanctuary where luxury, comfort, and adventure blend perfectly. This b ...
From $747 per night (USD)
Expedia
From $651 per night (USD)
VRBO
Ocean View Suite Barnacle Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Welcome to Barnacle Resort, your seaside sanctuary where luxury, comfort and adventure combine seamlessly. This ...
From $651 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Keys Breeze | 2 bedroom, 2 bathroom canalfront home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the ultimate Lower Keys retreat at our brand-new, 2-bedroom, 2-bathroom vacation rental on a serene canal in be ...
From $246 per night (USD)
VRBO
From $469 per night (USD)
VRBO
A Serene Florida Escape in Big Pine Key 3 bed 2 bath house, pool, dock, sleep 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Wild Deer Heaven – A Serene Florida Escape in the Heart of the Keys Nestled in the heart of the Florida Keys, Wild Deer ...
From $469 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Cozy home with private pool, BBQ, central AC, private dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Salty Air Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $234 per night (USD)
Expedia
From $238 per night (USD)
VRBO
La Brisa: Discover Paradise, Exquisite Canal Front Home on Little Torch Key, Dockage & Dog-Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $238 per night (USD)
VRBO
From $511 per night (USD)
VRBO
New 3BR Ocean-Side Home on Little Torch Key, hidden gem - 28 Miles from Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
If it’s hidden gems you’re after, Little Torch Key is calling. Tucked away at Mile Marker 28, this quiet island is one o ...
From $511 per night (USD)
VRBO

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Results: 227 Rentals