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

From $502 per night (USD)
VRBO
Sale! 25% off August days: Coral Lagoon #13: Pool, Water Views, at Vaca Cut
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Coral Lagoon #13: Pool, Water Views, Located just off Vaca Cit with easy Gulf & Atlantic Access. ****Please note that t ...
From $502 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Galleon Resort beach hotel luxury in Old Town Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
This is a large (1245 SF) 1BR/1BA condo on the 6th floor of the Galleon Resort & Marina.....and is a one of a kind. It ...
From $478 per night (USD)
Expedia
From $293 per night (USD)
VRBO
*New Modern* 3br/2ba Duplex/37' Dock/Cabana/Kayaks/Bikes
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Perfectly situated in KCB w/ 37.5 feet of dockage on a wide and pristine canal that leads easy access to both the Ocean ...
From $293 per night (USD)
VRBO
From $354 per night (USD)
Expedia
Waterfront Sunset View Aqua Villa at Conch Shell @ Mangrove Resort LLC
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Conch Shell houseboat has 1 Queen bed, 1 Queen sofa sleeper and 2 Twin beds in the loft. Each houseboat has flat-scr ...
From $354 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Key Largo Newly remodeled, 2 Kings, Pool, Pickleball, Marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
<p>🌴 Coastal Getaway ✔2 STORY BRAND NEW SPACIOUS TOWNHOME ✔BOAT SLIP AVAILABLE AT ADDITIONAL COST OF $4.25/ft/day ✔NO S ...
From $446 per night (USD)
VRBO
From $571 per night (USD)
Expedia
P18 - Spectacular 4 bedroom home with dockage and oversized private pool in...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This lovely 4 bedroom, 4 bath home is located in the highly desirable area of Key Colony Beach. - Maximum ...
From $571 per night (USD)
Expedia
From $1789 per night (USD)
VRBO
NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Seaside Place welcomes guests from all states and follows all cleanliness and safety guidelines. Your safety and comfor ...
From $1789 per night (USD)
VRBO
From $543 per night (USD)
VRBO
Gorgeous 3/2 plus loft Islamorada next to Marina, Pool, Dock & Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Townhome with all extras. Keys style with beautiful new furnishings, newly remodeled with three bedrooms plus oversized ...
From $543 per night (USD)
VRBO
From $164 per night (USD)
VRBO
Enjoy this relaxing beachy house on a canal flowing into sexton cove bay.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy this cozy home with a beautiful water front terrace. Conveniently located close to grocery stores, great restaura ...
From $164 per night (USD)
VRBO
From $271 per night (USD)
VRBO
Vibrant Family Condo / Pool & Ocean Panorama #3
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy vibrant living at our 2-bedroom Colourful Keys Condo, where fun meets relaxation. Boasting pool and ocean views, t ...
From $271 per night (USD)
VRBO
From $501 per night (USD)
VRBO
P82 - Sombrero Beach - 4 bedroom pool home with dock and private ramp.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sombrero Beach Sea-clusion awaits our guests! Get ready to create great vacation memories! This spacious 4- ...
From $501 per night (USD)
VRBO
From $672 per night (USD)
Expedia
3bed vacation ocean side townhome 2pools,marina,lagoon,golf cart,bikes,kayaks
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Family and Friends vacation in mind - beautiful Key Largo townhouse with 2 separate living rooms which that offers a un ...
From $672 per night (USD)
Expedia
From $1174 per night (USD)
VRBO
**THE ZESTY LIME @ OLD TOWN** Beautifully Restored Home + LAST KEY SERVICES…
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Key West is k ...
From $1174 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Craig & Cindy Key West Truman Annex Shipyard Condo w/ a patio at Mile Marker 0!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condo includes: 2 bedrooms 1 bath {queen and ...
From $357 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Sunsets on the bay at Villa Mia
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come and enjoy sunsets on the bay at Villa Mia! We created a peaceful retreat for our family and friends to enjoy. It is ...
From $355 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Parking, Pool & Pet Friendly - The Grand Turk
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Sunrise Suites, a peaceful community on Key West's southeast side. Just 1 mile from the beach and 10 ...
From $455 per night (USD)
Expedia
From $396 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
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $396 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Paradise in Key Colony with Cabana Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This is a fisherman's dream rental. 3/2 half duplex in Key Colony Beach. By water 5 min. to the Atlantic and 15 min. to ...
From $292 per night (USD)
Expedia
From $344 per night (USD)
VRBO
Reel Paradise 1 in Marathon
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This two bedroom two bath half duplex is recently remodeled and updated with brand new everything! The kitchen & living ...
From $344 per night (USD)
VRBO
From $741 per night (USD)
Expedia
P87 - New Construction house. 4 bedrooms, open water view - Sombrero Beach home!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Stunning views with premier Sombrero Beach location sets this home apart from all others! This ocean front home is spect ...
From $741 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Beautiful, sunlit home with pool, tennis court & beach access - near the marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Executive Bay Club Condo M-1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $159 per night (USD)
VRBO
From $1149 per night (USD)
Expedia
5 bedrooms, pool/spa heated, bikes, kayaks, game room, elevator, deep 75' dock.
Bedrooms:
7
Bathrooms:
5
Sleeps:
12
Mediterranean-Style Paradise Retreat in Key Colony Beach Escape to luxury at this stunning Mediterranean-style waterfron ...
From $1149 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Waterfront Community in Key Largo, Florida - Moon Bay Condo A210 Sunsets
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Moon Bay, a piece of paradise! It is located on Blackwater Sound in Key Largo, Florida. Unit A210 is an end ...
From $345 per night (USD)
VRBO
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Expedia
Key Largo Beautiful House
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to your dream vacation in a gorgeous 3 bedroom, 2 bathroom house, with bay views on one side and a canal view on ...
Click For Pricing
Expedia
From $247 per night (USD)
VRBO
Duval Street Suites full kitchen Old Town with heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: The Key Lime Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and full kitchen complete w ...
From $247 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Oceanside Kawama Villa R5
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Come experience ultimate relaxation and comfort in this stunning three-story vacation home. On the first floor, you will ...
From $475 per night (USD)
Expedia
From $3199 per night (USD)
VRBO
BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
Bedrooms:
8
Bathrooms:
9
Sleeps:
20
A Castle on an Island On A Privately Owned Key West Island Private Bridge for Cars and Trucks connected to Key West Fr ...
From $3199 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Relax in Paradise! Enjoy a tropical lifestyle.
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Impeccable 42' Luxury RV: One bedroom, loft with 3 beds,1 Bath stylish kitchen and living areas. Welcoming and spacious ...
From $243 per night (USD)
Expedia
From $506 per night (USD)
VRBO
Luxurious waterfront home with panoramic views, pool, spa, & dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Plein Air Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $506 per night (USD)
VRBO
From $162 per night (USD)
Expedia
Keys Life Cottage ~ Downtown Islamorada Cottage with Pool Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to the Keys Life Cottage! This coastal inspired two-bedroom, one-bath home is tucked away on a large landscaped ...
From $162 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $580 per night (USD)
VRBO
From $507 per night (USD)
Expedia
Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown - Value
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $507 per night (USD)
Expedia
From $517 per night (USD)
VRBO
Key Largo Vacation Rental with Dock Slip and Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill do ...
From $517 per night (USD)
VRBO
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Expedia
Close enough to Bike Ride to Mallory Square,far away to sleep during FantasyFest
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coconut Mallory Resort and marina has multiple amenities including two pools, hot tubs, open air restaurant and bar, mar ...
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Expedia
From $488 per night (USD)
VRBO
Free Parking, Pool, & Pet Friendly - The Trinidad
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Sunrise Suites, a peaceful community on Key West's southeast side. Just 1 mile from the beach and 10 ...
From $488 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Coral Club Condo - Your Slice of Paradise in the Sombrero Beach Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Coral Club Condo is your tropical haven in the serene Sombrero Beach Neighborhood, just a brief 10-minute walk from the ...
From $265 per night (USD)
Expedia
From $262 per night (USD)
VRBO
P11 - Charming 2 bedroom 2 bath duplex with private pool and dock -...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This lovely 2 bedroom, 2 bath home is located on the gulfside with immediate Gulf water access and near the Vaca Cut for ...
From $262 per night (USD)
VRBO
From $672 per night (USD)
Expedia
335 Mariners Club Key Largo | 3 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Infinite horizons...from this third floor, luxury, three-bedroom, two and one-half bath villa! A peaceful, relaxing get ...
From $672 per night (USD)
Expedia
From $612 per night (USD)
VRBO
Beautiful Oceanside Mariner's 3 Bedroom Townhome
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Best vacation rental to explore the Florida keys. Marina Villa 210 (3b/3b) with Marina and ocean views. Escape to pa ...
From $612 per night (USD)
VRBO
From $1028 per night (USD)
Expedia
Waterfront, 100ft Boat Dock, Kayaks, Paddle boards, Bikes, Private Pool, Sunsets
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Welcome to Coco Plum on the Bay, your private waterfront single family home in Marathon, FL. You will enjoy a spacious ...
From $1028 per night (USD)
Expedia
From $300 per night (USD)
VRBO
RV Camper in the heart of Key Largo
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
A beautiful RV camper right in the middle of paradise. A beautiful ambiance with such friendly neighbors. You wake up an ...
From $300 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Rent a Piece of Paradise, Best Location on the Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Rent a piece of paradise right in the heart of beautiful Old Town Key West. Walking distance to all major attraction (r ...
From $285 per night (USD)
Expedia
From $821 per night (USD)
VRBO
W09 - New Luxury Property! Breathtaking 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 i ...
From $821 per night (USD)
VRBO
From $329 per night (USD)
Expedia
**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 $329 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Tropical Getaway in Paradise.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
3 Nite Minimum Stay! ** 5 day minimum for Lobster Fest, July 22-Aug. 13. ** This bright, freshly decorated, modern 2 bed ...
From $250 per night (USD)
VRBO
From $655 per night (USD)
Expedia
Beautiful 4 Bedroom, 3 Bath, Spacious Pool/SPA Home with 200' wide Canal.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Casa del Cielo. Enjoy breathtaking views of the Gulf and Ocean from this beautiful canal front home. Bring y ...
From $655 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Little Island Pearl
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Have you been dreaming of a get away in the Florida Keys in Key Colony Beach. A little piece of heaven with a brand ne ...
From $380 per night (USD)
VRBO
From $305 per night (USD)
Expedia
B-105 Moon Bay | 3 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
7-night minimum stay requirement. Lovely bayside townhouse with 2 bedrooms, 1 1/2 baths on the main floor and a studio ...
From $305 per night (USD)
Expedia
From $563 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 $563 per night (USD)
VRBO
From $320 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 $320 per night (USD)
Expedia
From $369 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 $369 per night (USD)
VRBO
From $530 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 $530 per night (USD)
Expedia
From $428 per night (USD)
VRBO
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This listing is for a TROPICAL ISLAND villa, at Cocoplum Beach and Tennis Club and Marina, which is one of the 2 villas ...
From $428 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Waterfront Fun: Pool, Marina, Tiki Bar & Beach!
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 $230 per night (USD)
Expedia
From $558 per night (USD)
VRBO
**DANCE OF THE BUTTERFLIES @ SOUTHERNMOST** New Home & Pool + LAST KEY SERVICES.
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 $558 per night (USD)
VRBO
From $496 per night (USD)
Expedia
207 Mariners Club Key Largo | 3 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Perfectly located along the picture perfect marina front overlooking the beautifully landscaped gardens of Mariners Club ...
From $496 per night (USD)
Expedia
From $653 per night (USD)
VRBO
611 Mariners Club Key Largo | 4 Bed, 4 Bath
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 $653 per night (USD)
VRBO
From $1011 per night (USD)
Expedia
**THE TOASTED COCONUT @ OLD TOWN** Fully Restored + Pool + LAST KEY SERVICES…
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 $1011 per night (USD)
Expedia
From $286 per night (USD)
VRBO
P63 - Beautiful, waterfront Key Colony Duplex. Short walk to the Cabana Beach...
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful duplex home in Key Colony Beach. Key Colony Beach is a small, friendly, walkable island with easy access to lo ...
From $286 per night (USD)
VRBO
From $542 per night (USD)
Expedia
M12 - Beautiful house in Key Colony offering 4 bedrooms, pool and dockage!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This 4 bedroom, 3 bathroom home in the heart of the Florida Keys is located in the very desirable Key Colony Beach and w ...
From $542 per night (USD)
Expedia
From $267 per night (USD)
VRBO
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 $267 per night (USD)
VRBO
From $220 per night (USD)
Expedia
M123 - Cabana Beach Duplex! Premier location across the street from Cabana...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This comfy, cozy 2 bedroom, 2 bathroom duplex is ideally located in the heart of the Keys in Key Colony Beach. ...
From $220 per night (USD)
Expedia
From $626 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 $626 per night (USD)
VRBO
From $254 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 $254 per night (USD)
Expedia
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VRBO
Fully Furnished Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Large Living Room with water view. Park you boat at the private Boat Dock. Swim in the heated Pool. Grill you fresh cau ...
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VRBO
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Expedia
Fully Furnished Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Large Living Room with water view. Park you boat at the private Boat Dock. Swim in the heated Pool. Grill you fresh cau ...
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Expedia
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VRBO
Fully Furnished Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Large Living Room with water view. Park you boat at the private Boat Dock. Swim in the heated Pool. Grill you fresh cau ...
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VRBO
Click For Pricing
Expedia
Fully Furnished Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Large Living Room with water view. Park you boat at the private Boat Dock. Swim in the heated Pool. Grill you fresh cau ...
Click For Pricing
Expedia
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VRBO
Fully Furnished Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Large living room with water view and deck. Deck off Master Bedroom overlooking the Adams cut waterway and pool. Relax ...
Click For Pricing
VRBO
From $379 per night (USD)
Expedia
Water front property with bar, tennis, market place, and restaurants close by.
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Comfortable home with 2 bedrooms and a bath on both upper level and lower level. Great for fishing and kayaking, has a d ...
From $379 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Boaters Delight [Ocean Pointe 5301]
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
With thoughtful and creative touches both inside and out mixed with a keen attention to the smallest of details, this oc ...
From $288 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Pool, Free Parking & Pet Friendly - The Barbados
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to the quiet Sunrise Suites community located on the southeast side of Key West. Just 1 mile from the b ...
From $523 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Immaculate oceanfront townhouse with ocean view & private beach access
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Duck Key Retreat Villa #5105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $300 per night (USD)
VRBO
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Expedia
Modern Key Largo Waterfront Bayside Home - Dock your boat!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
WWW.MEETMEINKEYLARGO.COM Impeccable Waterfront Home in Key Largo on the bayside. This beautiful stilted home is new co ...
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Expedia
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VRBO
Affordable, Adorable home waiting for you in Cudjoe Key
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Adorable canal front 2 bed/2 bath home for rent in Cudjoe Key. This indoor/outdoor floor plan is complemented by 3 twelv ...
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VRBO
From $467 per night (USD)
Expedia
Waterfront luxury Villa (42) with sunset views and boat slip
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 $467 per night (USD)
Expedia
From $379 per night (USD)
VRBO
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 $379 per night (USD)
VRBO
From $354 per night (USD)
Expedia
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 $354 per night (USD)
Expedia
From $577 per night (USD)
VRBO
Bright Key West House with Private Pool, Gas Grill, W/D, Central AC, & Free WiFi
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Tropical Vibes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $577 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Atlantic Ocean Breezes Tropical Island Key West Sunrises
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $188 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Tropical 2BR Condo w/ Pool, Tennis, Near Beach & Downtown
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 $300 per night (USD)
VRBO
From $677 per night (USD)
Expedia
409 Mariners Club | 3 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Instantly feel the warmth of the island spirit as you enter this recently renovated and refreshed 3-bedroom, 3-bath, tri ...
From $677 per night (USD)
Expedia
From $577 per night (USD)
VRBO
Oceanfront Luxe Retreat w/ Rooftop
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 Ocean ...
From $577 per night (USD)
VRBO
From $205 per night (USD)
VRBO
Spacious Ocean View Suite with Private Kitchen & Balcony! Pool & Beach Access!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Surround yourself with a picturesque view of the ocean while enjoying your elegantly-curated suite, spacious and home-li ...
From $205 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Condo in the Keys, Peaceful ocean view retreat!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated ocean view condo in beautiful Tavernier, FL! Ideally situated in the Upper Keys, between Miami and Key W ...
From $208 per night (USD)
VRBO
Click For Pricing
Expedia
Marathon 2BR Deluxe resort on the water w/ Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Situated just off the historic Florida Keys Overseas Highway, The Hammocks at Marathon™ lets you and your family experie ...
Click For Pricing
Expedia
From $2721 per night (USD)
VRBO
Private Parking & Pool, Near Duval - Contra House
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 $2721 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
LOCATION, LOCATION, LOCATION! Located on a picturesque Old Town street, in one of the most desirable areas of the hist ...
From $570 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Key West Cabana-Old Town Key West- Steps to Duval Street w/ Pool & Tiki Bar
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Key West Cabana welcomes you to our quaint 2 bedroom, 2 bathroom home with large private pool, assigned parking for 2 ca ...
From $469 per night (USD)
VRBO
From $405 per night (USD)
Expedia
Fishermen's Paradise- Private Pool, Hot Tub, Quick Access To Ocean, 60 ft Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
NO PETS. NO SMOKING. Vacation in Paradise in our spacious (approx 1,700 sq. ft living space 3 bedroom 2 bath ground l ...
From $405 per night (USD)
Expedia
From $418 per night (USD)
VRBO
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 $418 per night (USD)
VRBO
From $459 per night (USD)
Expedia
🌸Home(#3) BIKINI👙 BOTTOM (Partial View Property-approximately 200 ft from private beach entrance🌸
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
#3: BIKINI BOTTOM 👙Totally Private😉- Turn-Key and fully Stocked- Single Family Home 4BR/3BA with your own Heated-Coole ...
From $459 per night (USD)
Expedia
From $212 per night (USD)
VRBO
Paradise Found Key Colony Beach, FL. Minutes to Marathon & Coco Plum.
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 $212 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Keep Summer Alive at Gulf side Gem! 45 ft. Dock, pool , hot tub and more
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Ease into Fall! Experience Late Summer Warm Water and Calm Water for Fishing! Great Getaway for couples and a group of f ...
From $329 per night (USD)
Expedia
From $398 per night (USD)
VRBO
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 $398 per night (USD)
VRBO
From $713 per night (USD)
Expedia
Waterfront Luxury Villa (62) with sunset views and boat slip
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This renovated and spacious 3BD, 3.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom includes it ...
From $713 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful resort located just off the Florida Keys.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Situated just off the historic Florida Keys Overseas Highway, The Hammocks at Marathon™ lets you and your family experie ...
Click For Pricing
VRBO
From $823 per night (USD)
Expedia
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 $823 per night (USD)
Expedia
From $463 per night (USD)
VRBO
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 $463 per night (USD)
VRBO
From $731 per night (USD)
Expedia
Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal
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 $731 per night (USD)
Expedia

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