Monroe Area, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Monroe Area, Florida on RentalSaver.com!

Monroe Area Rentals

Filter

Popular Areas

From $575 per night (USD)
VRBO
Great Location , Great Vibes, Great Pool
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Quiet, secluded Keys house with a pool. Ideal for larger groups of friends and family's. Equal distance to Marathon an ...
From $575 per night (USD)
VRBO
From $379 per night (USD)
Expedia
The Palms...A beautiful space in the perfect place.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The perfect space in the perfect place. A quiet oasis on the 2nd floor nestled amongst palm trees in the shipyard secti ...
From $379 per night (USD)
Expedia
From $499 per night (USD)
VRBO
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 $499 per night (USD)
VRBO
From $542 per night (USD)
Expedia
Key Largo Ocean Shore Villa 1 with pool & boat slip
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in the heart of the Florida Keys, this one-of-a-kind vacation rental offers the perfect combination of luxury an ...
From $542 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Resort Condo with Marina Views, Pool, Tiki, Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
THE DAPPER DOLPHIN, an updated coastal-themed 1-bedroom, 1-bathroom condo, is the perfect getaway, accommodating up to 4 ...
From $382 per night (USD)
VRBO
From $395 per night (USD)
Expedia
**DANCE OF THE BUTTERFLIES** New Home & Pool + Last Key White Glove Service...
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! For a month i ...
From $395 per night (USD)
Expedia
From $502 per night (USD)
VRBO
207 Mariners Club - Well appointed 3 bedroom, 3 Bath Townhome
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Perfectly located along the picture-perfect marina front overlooking the beautifully landscaped gardens of Mariners Club ...
From $502 per night (USD)
VRBO
From $670 per night (USD)
Expedia
611 Mariners Club - 4 bedroom townhome, spacious luxury for friends and family
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This luxury Key Largo vacation townhome rental (Unit 611) is a 4 bedroom/4 bath unit. Ideal accommodations for the Flori ...
From $670 per night (USD)
Expedia
From $892 per night (USD)
VRBO
**THE TOASTED COCONUT @ OLD TOWN** Pool + Last Key White Glove Service...
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Throughout Ke ...
From $892 per night (USD)
VRBO
From $297 per night (USD)
Expedia
M18 - Spacious 3 bedroom, 2 bath Gulf side condo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious 3 bedroom, 2 bathroom, second floor condo, with split floor plan. Large screened wrap around porc ...
From $297 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Luxury and Lovely Water Front House
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
If you're looking for a low-key vacation, Big Pine Key is the place for you. In Big Pine Key, about 100 miles south of M ...
From $270 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Florida keys Waterfront,Forever Summer
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
MINIMUM STAY OF 28 DAYS REQUIERED BY THE COUNTY.Booking from the 1st of the month. Waterfront house with heated pool. Lo ...
From $263 per night (USD)
Expedia
From $545 per night (USD)
VRBO
Key Lime Villa #42 Indigo Reef | Boat Slip + Sunset
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its own televisi ...
From $545 per night (USD)
VRBO
From $409 per night (USD)
Expedia
The most setup home in BPK TIKI HUT,POOL ,GRILL ,CANAL FRONT, FREE UNLIMITED ICE
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This Private Canal front Pool/TIKI home with Dock, sits in Port Pine Heights BIG PINE KEY FL. See key deer every day wa ...
From $409 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Waterfront Sunset View Aqua Villa at Sea Biscuit @ Mangrove Resort LLC
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Sea Biscuit houseboat has 1 Queen bed, 1 Queen sofa sleeper and 2 Twin beds in the loft. Each houseboat has flat-scr ...
From $440 per night (USD)
VRBO
From $203 per night (USD)
Expedia
2 Bdrm Ocean Breezes Tropical Island Key West Sunrises Resort amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Elegant Ocean-View Condo at 1800 Atlantic – Fully Renovated 2BR/2BA Experience refined coastal living in this beautiful ...
From $203 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Florida Escape 2 bdrm monthly spacious resort amenities Key West Mid Town
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our piece of paradise in Key West! Our beautifully maintained, fully tiled 2-bedroom condo is your perfect ho ...
From $172 per night (USD)
VRBO
From $859 per night (USD)
Expedia
409 Mariners Club - 3 bedroom townhome with breathtaking ocean views
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Instantly feel the warmth of the island spirit as you enter this recently renovated and refreshed 3-bedroom, 4-bath, tri ...
From $859 per night (USD)
Expedia
From $658 per night (USD)
VRBO
Oceanfront Luxe House w/ Rooftop & Private Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Escape to a luxurious waterfront haven in Key Largo! This spacious 3 bedrooms, 3 1/2 bathroom home on the Ocea ...
From $658 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Condo in the Keys, Peaceful ocean view retreat!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
<p>Newly renovated ocean view condo in beautiful Tavernier, FL! Ideally situated in the Upper Keys, between Miami and Ke ...
From $236 per night (USD)
Expedia
From $1453 per night (USD)
VRBO
Contra House - Private Pool & Steps to Duval St.
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Summary: This captivating modern home with a striking exterior and vaulted ceilings makes for the perfect vacation home ...
From $1453 per night (USD)
VRBO
From $567 per night (USD)
Expedia
Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming Historic Bungalow with Private Pool & Detached Cottage – Steps from Duval Street! Experience the best of Key W ...
From $567 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Fishermen's Paradise- Private Pool, Hot Tub, Quick Access To Ocean, 60 ft Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
NO PETS. NO SMOKING NO EXCEPTIONS... This is a pet free and smoke free property. If you show up with a pet you will no ...
From $442 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Modern Nautical Townhome on Moonbay Key Largo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to a piece of paradise! This is a beautiful two-story townhouse that has been newly furnished. Upstairs you will ...
From $419 per night (USD)
Expedia
From $512 per night (USD)
VRBO
🌸Home(#3) BIKINI👙 BOTTOM (Partial View Property-approximately 200 ft from private beach entrance🌸
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
🌸Home(#3) BIKINI👙 BOTTOM (Partial View Property-approximately 200 ft from private beach entrance 👙Totally Private😉- ...
From $512 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Paradise Found – Oceanfront Condo w/ Pool Views & Private Beach in Key Colony!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Competently remodeled from quartz countertops in kitchen and both full bathrooms. New doors throughout the unit with up ...
From $359 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Summer Vacation at Gulf side Gem! 45 ft. Dock, pool , hot tub and more
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape Winter and experience Warm Florida Key Weather and Calm Water for Fishing! Great Getaway for couples and a group ...
From $471 per night (USD)
VRBO
From $496 per night (USD)
Expedia
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unit in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait an ...
From $496 per night (USD)
Expedia
From $1073 per night (USD)
VRBO
Beautiful Ocean Front View
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Oceanfront 2BD/2BA and separate 1BD/1BA pool-side overlooking the Atlantic* Enter your paradise dream home with stunni ...
From $1073 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Ocean view condo with balcony/marina view
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the most visited resort in the beautiful Florida Keys. Ocean Pointe is one of the most luxurious resorts in ...
From $396 per night (USD)
Expedia
From $962 per night (USD)
VRBO
Venetian Shores Escape! Heated Pool, 3BR, 70ft Dock, Dog-Friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Vacation Rental License No VR-001 WEEKLY RENTAL Located on the peaceful upper Keys, in Islamorada, this home is situat ...
From $962 per night (USD)
VRBO
From $573 per night (USD)
Expedia
Watch dolphins play in Shelter Cove while swimming in our oversized pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Jump into Summer and experience warm Florida Keys weather and calm ocean for fishing! Relax in the private pool with ...
From $573 per night (USD)
Expedia
From $416 per night (USD)
VRBO
Stunning Panoramic rooftop views from this gulf side Tuscan style Villa!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
3 Bedroom 3 Bathroom Freestanding villa located in Bougainvillea, a Gated Community, with a pool exclusive to Bougain ...
From $416 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Canal View Summer Escape With Dock, Hot Tub and Cabana Club Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Orchid House, a lushly landscaped canal front home located on the beautiful island of Key Colony Beach. Th ...
From $398 per night (USD)
Expedia
From $491 per night (USD)
VRBO
🌸Home #2: THE REEL WORLD (Off Water Property-approximately 250 ft from Private beach entrance)- 🌸
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
🌸Home #2: THE REEL WORLD (Off Water Property-approximately 250 ft from Private beach entrance)- 🌸Totally Private😉- Tu ...
From $491 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Private Paradise with Heated Waterfall Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Time to sit back and relax! Paradise found in this completely redone home in Key West. Private outdoor heated pool, show ...
From $281 per night (USD)
Expedia
From $1460 per night (USD)
VRBO
Sublime Sunsets at the Truman Annex in Key West
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Breathtaking waterfront view from this 4 bedroom, 4.5 bath condominium in Harbour Place in the Truman Annex is ready to ...
From $1460 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Boat slip available for additional $100 a night. Ask for availability. This villa boasts breathtaking sunsets, close to ...
From $500 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Bonefish Bungalow
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: You can’t beat the views in this open-harbor townhouse that overlooks the Key Colony Beach channel out to the ...
From $315 per night (USD)
VRBO
From $392 per night (USD)
VRBO
Long Key florida,Beachfront Paradise, two bedroom ,3.5 bath, on Ocean, with Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Booking for August & September are at a discounted rate of 30%!!! Do not miss out....NEW LISTING. 30-day Minimum Stay. ...
From $392 per night (USD)
VRBO
From $540 per night (USD)
VRBO
Coastal Key 3 bed 2 bath with pool kayaks, bikes, paddlebooards and dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Vaca-21-256 Coastal Key is located in the Sombrero Beach area of Marathon. Beautifully decorated, brand-new home, locat ...
From $540 per night (USD)
VRBO
From $164 per night (USD)
VRBO
Rent a place in Paradise.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A private, Charming 1 bed 1 bath Condo with a full kitchen, heated pool, and spectacular views of the Sunset right from ...
From $164 per night (USD)
VRBO
From $151 per night (USD)
VRBO
Fish Camp | Old Florida canalfront getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Old Florida canalfront getaway close to Key West The Space: Escape to this Old Florida-style cottage offer ...
From $151 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the bedroo ...
From $607 per night (USD)
Expedia
From $607 per night (USD)
VRBO
Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the b ...
From $607 per night (USD)
VRBO
From $626 per night (USD)
Expedia
Afternoon Delight at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This amazing 2 bedroom/2 bath condo has one of the best views in Key West. Located in the historic Mills Place in Truman ...
From $626 per night (USD)
Expedia
From $209 per night (USD)
VRBO
3BR/3BA Duck Key Island Retreat With Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
In the Heart of the Florida Keys, this three bedroom and three bath Duck Key retreat is located within just minutes of t ...
From $209 per night (USD)
VRBO
From $485 per night (USD)
VRBO
3BR/2BA Canalside Sombrero Beach Home with Heated Pool, Jacuzzi, and 60' Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
License # VACA-23-219 - Discover paradise at this Flamingo Island retreat in Marathon, boasting everything you'll need f ...
From $485 per night (USD)
VRBO
From $339 per night (USD)
VRBO
2BR/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a unique and secluded vacation experience in the heart of Islamorada at Shady Palms! Our charming cottage features ...
From $339 per night (USD)
VRBO
From $2349 per night (USD)
Expedia
**SWEET AMERICANA** 8BR/8BA Compound & 2 Pools + Last Key White Glove Service...
Bedrooms:
9
Bathrooms:
8
Sleeps:
20
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! It doesn't ge ...
From $2349 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Airy Top Floor Blue Heron Suite; Ocean Pointe 3407
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Escape to this charming oceanfront condominium in Tavernier for the perfect Florida Keys getaway. Whether you ...
From $327 per night (USD)
VRBO
From $1123 per night (USD)
Expedia
**GOOD VIBRATIONS @ OLD TOWN** Villa & Pool + Last Key White Glove Service...
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Key West has ...
From $1123 per night (USD)
Expedia
From $3099 per night (USD)
VRBO
1 Block to Duval St | Banana's Foster Guesthouse
Bedrooms:
7
Bathrooms:
7
Sleeps:
19
Summary: Palm trees, sunsets, and the blissful pace of island time will all be yours when you stay at this large histor ...
From $3099 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Fully renovated Condo with Private Balcony, Shared Pool, Hot Tub and Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*Brand New Listing* Welcome to Captains Choice The NICEST Unit at Sunrise Suites Resort in Key West- Unit 302. Tropical ...
From $345 per night (USD)
Expedia
From $496 per night (USD)
VRBO
Spectacular Ocean Front Home In Beautiful Islamorada!Slip,Com Pool, & Prv Bch
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRL# 26-0132 We are one of Islamorada’s limited number of licensed weekly vacation homes. This magnificent home with di ...
From $496 per night (USD)
VRBO
From $537 per night (USD)
Expedia
New Key Largo Escape• 2 Kings • Marina• Pickleball
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
TAKE A VIRTUAL TOUR OF THE ENTIRE UNIT BEFORE BOOKING http:www.youtube.com/@Keylargotravels This property is managed b ...
From $537 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Upscale end unit home @ Truman Annex close to Duval St
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We ...
From $256 per night (USD)
VRBO
From $231 per night (USD)
Expedia
**DRIFTWOOD DREAMS** Beachside Condo & Pool + Last Key White Glove Service...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! This freshly ...
From $231 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Breezy Beach Waterfront home in Port Antigua
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Relax in this beautiful and comfortably updated bayside home in Port Antigua. Port Antigua is the Lower Keys best kept ...
From $459 per night (USD)
VRBO
From $486 per night (USD)
Expedia
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Boat slip available for additional $100 a night. Ask for availability. This villa boasts breathtaking sunsets, close to ...
From $486 per night (USD)
Expedia
From $710 per night (USD)
VRBO
403 Mariners Club - Oceanfront 3 bedroom Townhome with stunning views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Starlight, star bright...first star I see tonight...I wish I may, I wish I might have the wish I wish tonight… And I wis ...
From $710 per night (USD)
VRBO
From $946 per night (USD)
Expedia
Poolside Paradise - Heated Pool & Steps to Duval St
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: This 3 bed 2 bath home with an amazing HEATED pool is located right off the quieter end of Duval St. The home ...
From $946 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Shared Heated Pool, Near Duval - Poolside Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Poolside Retreat is the PERFECT vacation home for a couple or small group of friends looking for a fun-filled ...
From $385 per night (USD)
VRBO
From $515 per night (USD)
Expedia
Lou & Mary`s Getaway ~ 2 bed 2 Bath home W/Dock, Inch Beach & Cabana Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Your Perfect Florida Keys Retreat! Relax, fish, and enjoy the laid-back island lifestyle in this charming 2- ...
From $515 per night (USD)
Expedia
From $501 per night (USD)
VRBO
Keys Escape! Lovely Hammock View, Pools, Beach Access, Pets Allowed!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Oceanfront family-friendly property with direct beach access and pool This listing is for a room within a hotel. ✦ You ...
From $501 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Comfy Condo 1bed/1bath nightly condo with pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This updated one-bedroom condo, centrally located in Marathon, offers convenient access to historical sites such as Cran ...
From $390 per night (USD)
Expedia
From $467 per night (USD)
VRBO
Compelling Canal Home with Pool & Large Dock on each side-Cabana Club Included
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
DUPLEX, THIS LISTING NUMBER IS 561552 OTHER SIDE LISTING IS 1275459. EACH SIDE HAS 4 BEDROOMS 3 BATHS, YOUR OWN POOL AND ...
From $467 per night (USD)
VRBO
From $1058 per night (USD)
VRBO
Old Town Retreat near Upper Duval St
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Casa Caribe! When you think of the Caribbean, you think of tranquil blue green waters and a fun vibe. That's the feel wh ...
From $1058 per night (USD)
VRBO
From $469 per night (USD)
VRBO
Oceanside home, dock,kayaks,bikes,pool,fishing,111
Bedrooms:
4
Bathrooms:
2
Sleeps:
6
This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built i ...
From $469 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, location, location! Situated in the heart of the Cuban district, steps from arguably the best 'con leche' in ...
From $333 per night (USD)
Expedia
From $427 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 $427 per night (USD)
VRBO
From $1007 per night (USD)
Expedia
3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
3 bedroom 2 bathroom Ocean front condo. Full service marina on site. Restaurant/bar on site. Pool and spa Optional 50 ...
From $1007 per night (USD)
Expedia
From $407 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 $407 per night (USD)
VRBO
From $479 per night (USD)
Expedia
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 $479 per night (USD)
Expedia
From $520 per night (USD)
VRBO
STEPS TO DUVAL, OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLKS TO STH BCH
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
STEPS TO DUVAL! WALK EVERYWHERE...TO ALL THE SHOPS, RESTAURANTS AND BARS OF OLD TOWN! You don’t need a car with ...
From $520 per night (USD)
VRBO
From $442 per night (USD)
Expedia
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Here in Key West we believe in One Human Family where everyone is welcome and treated like family. Key West! .....it’s ...
From $442 per night (USD)
Expedia
From $332 per night (USD)
VRBO
Galleon Resort efficiency
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This unit has a queen size bed. Updated ceramic stand up shower. The unit is an efficiency.It has a small refrigerator, ...
From $332 per night (USD)
VRBO
From $267 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 $267 per night (USD)
Expedia
From $452 per night (USD)
VRBO
PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
In Duck Key/Marathon, Florida's sun-kissed beaches, you can find total relaxation at our beautiful two-bedroom house. Ne ...
From $452 per night (USD)
VRBO
From $762 per night (USD)
Expedia
Marathon Keys Coral Lagoon Unit 2 Waterfront Villa
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Coral Lagoon #2 Welcome to paradise! We are proud to offer you one of the nicest waterfront units in Coral Lagoon! The ...
From $762 per night (USD)
Expedia
From $1007 per night (USD)
VRBO
W08 - Luxury Property! Stunning Canal Front Pool Home - Sleeps 14
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Welcome to paradise! Escape to this luxurious 6 bedroom/6.5 bathroom home designed for Vip guests. Each bedroom includ ...
From $1007 per night (USD)
VRBO
From $646 per night (USD)
Expedia
Spectacular Sunsets, a Hidden Gem – Marlin Bay
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $646 per night (USD)
Expedia
From $487 per night (USD)
VRBO
🌸Home #1: “ANCHORS ⚓ AWAY” (Off Water-approximately 300 ft from our private beach entrance)- 🌸
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Home #1: “ANCHORS ⚓ AWAY” (Off Water-approximately 300 ft from beach entrance)- 🌸 Totally Private😉- Turn-Key and fully ...
From $487 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Historic House, Gorgeous Porch, Great Location, See 5 Star Reviews
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Treat yourself, your family and friends to a grand Key West home ideal for an extended stay on the island. This wonderfu ...
From $260 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Chic Coastal Retreat with Pool, Marina, Beach Access & Resort-Style Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nautical-inspired 2-bedroom, 2-bath getaway located in a secure, professionally managed resort community offering abunda ...
From $338 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Fishing Till Sunset 1bed/1bath Condo w/Pool & dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Vaca-21-257 Located on Coco Plum at the Coco Plum Terraces. Shared Pool and private dock. The adorable one-bedroom one- ...
From $218 per night (USD)
Expedia
From $903 per night (USD)
VRBO
Coconut Palm - Steps from Duval with Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Step into the heart of Key West at Coconut Palm! Just one block from Duval Street, this tropical gem features ...
From $903 per night (USD)
VRBO
From $910 per night (USD)
Expedia
Parking & Shared Pool - Casa Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: - Please note the pool will be closed for renovations 9/8-9/9. - Located on the south end of Duval Street st ...
From $910 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Sea Breeze - One Block from Duval Street
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Sea Breeze is the perfect location for your tropical getaway. This two bedroom condo is located in the heart o ...
From $539 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Anglers Reef Islamorada home with ocean views, private marina, beach & pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Angler's Retreat is a 2 bedroom, 2.5 bathroom single-family home with picturesque ocean views, privacy, and space. The p ...
From $387 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Another Day in Paradise! PRIVATE POOL! Blocks from Duval, 2BR/2BA in Old Town!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*** Located in the Old Town neighborhood. This exclusive residential area of Old Town Key West is really an extension of ...
From $267 per night (USD)
VRBO
$🌸Home #7 \BEACHY🏖KEEN\ Full Oceanfront View Property!🌸$
From $858 per night (USD)
Expedia
🌸Home #7 \"BEACHY🏖KEEN\" Full Oceanfront View Property!🌸
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
🌸Home #7 "BEACHY🏖KEEN" Full OCEANFRONT View over the docks and beach and Ocean!🌸 Totally Private😉- Turn-Key and full ...
From $858 per night (USD)
Expedia
$🌸Home #8 \DEJA⛵BLUE\ Premium WATERFRONT 🌸$
From $893 per night (USD)
VRBO
🌸Home #8 \"DEJA⛵BLUE\" Premium WATERFRONT 🌸
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
🌸Home #8 "DEJA⛵BLUE" Full Premium WATERFRONT view of Beach, Docks and Ocean🌸 Totally Private😉- Turn-Key and fully Sto ...
From $893 per night (USD)
VRBO
From $843 per night (USD)
Expedia
Oceanview home with private pool & lush landscaping!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
"Banana Breeze" is an upscale escape by the sea, and considered by some to be a hidden gem. Tucked away in your own oasi ...
From $843 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Hemingway Hideaway in the Truman Annex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hemingway Hideaway – Charming Townhouse in Truman Annex at Historic Foundry Building Discover your perfect Key West ret ...
From $575 per night (USD)
VRBO
From $379 per night (USD)
Expedia
2 BR End Suite w/ Vast Views+Pool, Beach & Bar
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Discover your perfect Florida Keys sanctuary in this spacious 2 bedroom condo at Ocean Pointe Suites. Surround ...
From $379 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Oceanside, pet friendly, smart home with plenty of paddle equipment
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We are offering a nice discount in May of 2023 because we are putting in a new dock. Wonderful, pet-friendly, and beaut ...
From $235 per night (USD)
VRBO
From $569 per night (USD)
Expedia
Key Largo Kawama Villa L1, 3/3
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to paradise! This beautiful and modern unit is located in the highly sought-after Kawama Yacht Club in the heart ...
From $569 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Spacious condo, great location in paradise!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Looking for a tropical getaway that’s easy to get to? This is it! This Condo offers spacious (yes SPACIOUS!) rooms. Newl ...
From $274 per night (USD)
VRBO
From $500 per night (USD)
Expedia
ConchKeyLanding https://www.conchkeylandingflkeys.com/
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
https://www.conchkeylandingflkeys.com/ Boat Docking fee to be paid on site! One (1) Vehicle, Trailer and Boat Per Uni ...
From $500 per night (USD)
Expedia

Search Your Destination Now!

Monroe Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals