Monroe Area Rentals
From $767 per night (USD)VRBO
ADMIRAL'S PARADISE in Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Newly renovated town home located on a charming lane in the Truman Annex. The generous open floor plan features 10 foot ...
From $767 per night (USD)VRBO
From $368 per night (USD)Expedia
Charming Half Duplex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming Half Duplex offering 2 bedrooms 2 bathrooms. The home is on a quiet street in a residential neighborhood on a c ...
From $368 per night (USD)Expedia
From $1435 per night (USD)VRBO
Sky Suites Retreat, On Duval –2 Stunning Condos
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: This elegant, elevated 2nd story loft with vaulted ceilings has been designed for your next dream Key West geta ...
From $1435 per night (USD)VRBO
From $577 per night (USD)Expedia
Bright & Cheery Pool Front Home with Ocean Views at Anglers Reef in Islamorada
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Angler’s Reef Villas & Marina, a stunning Islamorada vacation destination. Quaint streets and walking paths w ...
From $577 per night (USD)Expedia
From $430 per night (USD)VRBO
LAST MINUTE SUMMER DEALS! Waterfront Keys Cottage with Amazing Outdoor Living!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Salt Cottage is a spacious 3 bedroom 2 bath open concept home on a wide canal with direct access to the ocean. Gues ...
From $430 per night (USD)VRBO
![Modern-Coastal Spacious Suite [Ocean Pointe 3301]](https://d1g8n4w8yie14k.cloudfront.net/lodging/72000000/71510000/71507600/71507577/a8b5410e.jpg?impolicy=ccrop&w=350&h=233&q=medium)
From $342 per night (USD)Expedia
Modern-Coastal Spacious Suite [Ocean Pointe 3301]
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Come enjoy this 2 bedroom, 2 bath spacious end suite overlooking the Atlantic Ocean at Ocean Pointe Suites; an ideal des ...
From $342 per night (USD)Expedia
Click For PricingVRBO
Amazing Water Front Pool House & Dock in a very exclusive area!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 17
Spectacular home! find the perfect Vacation Rental, two homes in one, with two private entrances , escape to the Flori ...
Click For PricingVRBO
From $363 per night (USD)Expedia
Amazing Ocean view condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Renovated Beach Décor unit! Breathtaking views of the Atlantic ocean and protected Florida Keys mangroves. Heated ...
From $363 per night (USD)Expedia
From $692 per night (USD)VRBO
Tortuga Suite | Sparkling Pool & Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: - Welcome to the quiet & relaxing Sunrise Suites community located on the southeast side of Key West. - Just 1 ...
From $692 per night (USD)VRBO
From $622 per night (USD)Expedia
TORTUGA HAMMOCK -2 Bedroom\/ 2.5 Bathroom Townhouse with Shared Pool & Parking
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Tortuga Hammock is located on Stock Island in the Coral Hammock private gated community. This 2 bedroom 2.5 bathroom t ...
From $622 per night (USD)Expedia
From $453 per night (USD)VRBO
Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located just two miles from picturesque Smathers Beach, this well appointed two bedroom, two bath condo is ideally situa ...
From $453 per night (USD)VRBO
From $1017 per night (USD)Expedia
★Beautiful Modern gated Vacation Oasis★ Private pool & patio close to activities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay in a beautifully modern decorated comfortable gated house with private pool and patio, Carport, large 4K Smart TV ...
From $1017 per night (USD)Expedia
Click For PricingVRBO
Beautiful Keys Getaway! Located on deep water canal for quick access to
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a 2 bedroom, 2 bathroom concrete block house. It is located on a clean swimming canal right off Pine Channel. ...
Click For PricingVRBO
From $984 per night (USD)Expedia
★Welcoming Family Vacation Gated home★with private heated pool and Patio
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a great family vacation in this comfortable gated home offering a private pool and patio, 4K Smart TV's, high spee ...
From $984 per night (USD)Expedia
From $858 per night (USD)VRBO
Key West's Crown Jewel
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Key West's Crown Jewel is a penthouse condominium at 1800 Atlantic Condominium development with two-bedroom, two-bath wi ...
From $858 per night (USD)VRBO
From $469 per night (USD)Expedia
Ocean view house
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
ocean front, Beautiful island views and sunrise 🌅 view in the morning, had access for the boat , kayaking, paddle ...
From $469 per night (USD)Expedia
From $351 per night (USD)VRBO
Ocean Front 2\/2 Condo,OCEAN FRONT\/MARINA VIEW,Tavernier\/Key Largo Fl. Fla.Keys
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to Paradise! Discover the pinnacle of luxury at Ocean Pointe, a premier resort nestled in Tavernier, Florida Key ...
From $351 per night (USD)VRBO
From $531 per night (USD)Expedia
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
** The Marina is repairing some of the boat slips currently BUT you can reserve one at the marina right there for an add ...
From $531 per night (USD)Expedia
From $568 per night (USD)VRBO
Beautiful Updated Kawama Townhouse. Marina, boat ramp, lagoon and pools.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This gorgeous 3 bedroom 3 full bath townhouse is located in the tropical neighborhood of Kawama. This unit underwent a f ...
From $568 per night (USD)VRBO
From $572 per night (USD)Expedia
Beautiful updated Kawama Townhouse. Two units available. Second unit #1306961.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This gorgeous 3 bedroom 3 full bath townhouse is located in the tropical neighborhood of Kawama. This unit underwent a ...
From $572 per night (USD)Expedia
From $551 per night (USD)VRBO
Manatee Watch | Gorgeous pool, 5 bedrooms, easy ocean access on Big Pine Key
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Discover your dream waterfront getaway on Big Pine Key! This impeccably updated 5-bedroom, 4-bathroom boating home offer ...
From $551 per night (USD)VRBO
From $350 per night (USD)Expedia
P23 - New 3 bedroom 2 bath duplex with private pool and deep water dockage.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This all ground level home boasts ease of access inside and out, with an open floor plan and a large, fully equipped kit ...
From $350 per night (USD)Expedia
From $330 per night (USD)VRBO
Serene Sunsets Await - Tropical Island Getaway Without The Extensive Travel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BOAT SLIP Available for ALL Lobster Seasons..! July 2024 Updates: Unbelievable...! Word to describe the upgrades all ...
From $330 per night (USD)VRBO
From $314 per night (USD)Expedia
Enjoy the keys updated 3\/2home on a canal in marathon 7 day min disc for 30days+
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A fisherman's dream boat dock freezers for your catch commercial icemaker fish cleaning station backyard grill fully s ...
From $314 per night (USD)Expedia
From $562 per night (USD)VRBO
Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
NEWLY RENOVATED AND...… GORGEOUS! Thank you for viewing our gorgeous Coral Lagoon 3 bedroom, 2.5 bat ...
From $562 per night (USD)VRBO
From $458 per night (USD)Expedia
Villa Jekjak | 4 Bed, 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy the unobstructed 270-degree ocean view in this newly renovated beachfront residence. Located in the most exclusive ...
From $458 per night (USD)Expedia
Click For PricingVRBO
Beautiful & Relaxing 2 bed 2 bath condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a large 2 bed 2 bath condo with a separate living room, kitchen, and private balcony at the Hyatt Resort. It off ...
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From $534 per night (USD)Expedia
Island Adventure I 4 Bedrooms 4.5 Baths, Pool, Ocean View with Dock & Kayaks
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
VACA-22-75 "Island Adventure" was built-in 2021, with Family, Fun, Luxury, and Water Sports Lovers in Mind. The home is ...
From $534 per night (USD)Expedia
From $260 per night (USD)VRBO
Anchor's Away: Discover Charm on the Canal, Swift Atlantic Access, Dockage & Above Ground Pool Await
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Anchor's Away - Your Waterfront Haven in Marathon! Escape to Anchor's Away, your charming waterfront sanctua ...
From $260 per night (USD)VRBO
From $521 per night (USD)Expedia
Spectacular Water Front Home! Key Largo, Ocean side, Sea Breeze
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Breathtaking concrete home with 2,200SF A/C and 6,900SF lot, freshly remodeled with elegance having large impact windows ...
From $521 per night (USD)Expedia
From $591 per night (USD)VRBO
Aqua Lodge Houseboat \"The Grey Lady\"
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
This houseboat has 2 Queen beds, 1 Double bed and 1 Twin bed. The houseboat has a flat-screen TV with cable in the livin ...
From $591 per night (USD)VRBO
From $354 per night (USD)Expedia
Aqua Lodge Houseboat \"Sea Turtle\"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Aqua Villas at Mangrove Marina Resorts “Sea Turtle” houseboat, located between Key Largo and Islamorada i ...
From $354 per night (USD)Expedia
From $817 per night (USD)VRBO
Southernmost Retreat: 2 Blocks from Duval in Old Town.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located just 2 short blocks from Duval and in the center of downtown, the Southernmost Retreat is a recently renovated a ...
From $817 per night (USD)VRBO
From $1338 per night (USD)Expedia
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome aboard the The Thirsty Lady with 3 bedrooms and 3 baths, your own private Sailboat that also includes your Saili ...
From $1338 per night (USD)Expedia
From $291 per night (USD)VRBO
Cudjoe Bay Getaway In Paradise
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our house in paradise! This elevated canal house is the fourth property away from Cudjoe Bay and the Atlantic ...
From $291 per night (USD)VRBO
From $520 per night (USD)Expedia
Aqua Lodge Houseboat \"Calypso\"
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
It doesn’t get much more unique than the Aqua Villas at Mangrove Marina. Come experience the adventure of living on the ...
From $520 per night (USD)Expedia
From $489 per night (USD)VRBO
Aqua Lodge Houseboat \"Captain's Quarters\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Aqua Villas at Mangrove Marina Resorts “Captain’s Quarters” houseboat, located between Key Largo and Isla ...
From $489 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 $210 per night (USD)VRBO
Tarpon Tales | Pet-friendly home with fantastic boating access on Big Pine Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
An angler's dream! Comfy 2 bedroom / 2 bathroom home on a large and lush canalfront property just minutes from the chann ...
From $210 per night (USD)VRBO
From $223 per night (USD)Expedia
Casa Playa | 4 bed\/2 bath canalfront getaway on Ramrod Key
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Casa Playa, your spacious 4-bedroom, 2-bathroom retreat nestled in the serene beauty of Ramrod Key. This invi ...
From $223 per night (USD)Expedia
From $401 per night (USD)VRBO
Casa Verde - Perfection in a monthly rental - private pool - RealKeyWest
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
As you step through the door, you are enveloped in a serene atmosphere highlighted by soothing tropical colors and impre ...
From $401 per night (USD)VRBO
From $697 per night (USD)Expedia
Key West Beach House with heated pool, tiki, and dock.♿︎
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Key West. Located on this beautiful island 13 miles from downtown is this quaint 2-level beach home. With sle ...
From $697 per night (USD)Expedia
From $540 per night (USD)VRBO
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to 'The Blue Pearl' – the ultimate destination for large families or multiple families seeking an expansive and ...
From $540 per night (USD)VRBO
From $416 per night (USD)Expedia
Aqua Lodge Houseboat \"Yellow Tail \"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Are you ready to be adventurous , do something unique and fun? Well, it doesn’t get Yellow Tail houseboat, is a 1 bedro ...
From $416 per night (USD)Expedia
From $417 per night (USD)VRBO
Aqua Lodge Houseboat \"Tarpon\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This Aqua Lodge has a master bedroom with a queen-sized bed, equipped with TV and Air Conditioning unit. The cathedral c ...
From $417 per night (USD)VRBO
From $310 per night (USD)Expedia
Key Largo large 4\/3 Waterfront home access to the Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful New Home on the water in the Florida Keys. Mile marker 103. 4 bedrooms all newly furnished, 3 full bathroom, ...
From $310 per night (USD)Expedia
From $135 per night (USD)VRBO
NEWLY RENOVATED Key Largo Beach Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Immerse into this private beach-style cottage that has stunning bay views and is a minute's walk from a private beach. T ...
From $135 per night (USD)VRBO
From $485 per night (USD)Expedia
KEY LARGO BRAND NEW HOUSE WITH POOL & DOCKAGE
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to paradise! This home is a new listing to VRBO. If you are looking for a large beautiful home with a pool in a ...
From $485 per night (USD)Expedia
From $521 per night (USD)VRBO
**SEAPORT SENSATION @ OLD TOWN VILLAS** Condo & Pool + LAST KEY SERVICES...
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! It is not so ...
From $521 per night (USD)VRBO
From $577 per night (USD)Expedia
**COASTAL LOVING @ OLD TOWN** Chic 4BR Home & Pool + LAST KEY SERVICES...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! If you’re loo ...
From $577 per night (USD)Expedia
From $337 per night (USD)VRBO
Casa Del Mar in Venture Out Unit 253
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VO253 Open Water Views 35' Dockage Sparkling Clean 2Bd/1Ba Vacation Home! THIS IS ONE OF THE NICEST UNITS IN ALL OF VENT ...
From $337 per night (USD)VRBO
From $501 per night (USD)Expedia
Island Adventure II 4 Bedrooms 4.5 Baths, Pool, Ocean View with Dock & Kayaks
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
VACA-22-74 "Island Adventure" was built-in 2021, with Family, Fun, Luxury, and Water Sports Lovers in Mind. The home is ...
From $501 per night (USD)Expedia
From $379 per night (USD)VRBO
Flirty Flamingo Key West
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Flirty Flamingo is luxurious and in a prime Key West location. Built in 1998 and meticulously cared for this spacious 3 ...
From $379 per night (USD)VRBO
From $404 per night (USD)Expedia
Runaway Bills | 3 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
This stylish Conch Home is tucked away on a quiet lane in Old Town Key West. Surrounded by distinctive neighborhoods thi ...
From $404 per night (USD)Expedia
From $618 per night (USD)VRBO
Waterfront luxury Villa (29) 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 $618 per night (USD)VRBO
From $271 per night (USD)Expedia
Key Largo Treasure at Kawama Yacht Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Two bedrooms, each with their own balconies, one overlooks the pool, the other State Park Hardwood Hammock. There is ple ...
From $271 per night (USD)Expedia
From $277 per night (USD)VRBO
Canal front getaway w\/ water view & access to the Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Wave From It All Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $277 per night (USD)VRBO
From $630 per night (USD)Expedia
Waterfront Town Home on a Lagoon, Marina, Tennis, Pickleball, Bikes, Kayaks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
If your dates are not available or if you are looking for two units, check out my other VRBO Unit #2523121. Enter the n ...
From $630 per night (USD)Expedia
From $678 per night (USD)VRBO
406 Mariners Club Key Largo | 3 Bed, 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this elegant island townhome in Mariner's Club, Key Largo's premier resort. Updated and upgraded! This is a ...
From $678 per night (USD)VRBO
From $804 per night (USD)Expedia
411 Mariners Club | 4 Bed, 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Spend tranquil days on the sun-kissed balcony with ocean views! Cool down with a plunge in the pool then make plans to ...
From $804 per night (USD)Expedia
From $261 per night (USD)VRBO
Paradise for Rent (Condo and Private Boat Slip) monthly discount for sept & oct
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
We are happy to answer all questions! SOME OF OUR DATES ARE LISTED AS CHECK IN AND OUT ON SATURDAY, PLEASE ASK IN CASE ...
From $261 per night (USD)VRBO
From $686 per night (USD)Expedia
Henry's Piece of Paradise on the Ocean in Key West - Weekly \/ Nightly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Thirteen-hundred-fifty square feet of fabulous living space located on the second floor with garden and partial ocean vi ...
From $686 per night (USD)Expedia
From $765 per night (USD)VRBO
131 Mariners Club Key Largo | 4 Bed, 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious and gracious, 4 bedroom, 3 bath, top floor, corner villa with a jaw-dropping view of the resort's harbor and th ...
From $765 per night (USD)VRBO
From $261 per night (USD)Expedia
Last Minute Discounts! Deep Water Canal w\/ Pool, Walk to Ocean Front Tiki Bars!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We have availability into January, 2025 ! If you’re looking for larger accommodations, please view our home across the s ...
From $261 per night (USD)Expedia
From $355 per night (USD)VRBO
September Special Rate! Book Now at this canal front pool home\n\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Atlantic Chateau, is a beautiful 3 bedroom 2 bath house on Cruikshank Island. Cruikshank Island is a peaceful private is ...
From $355 per night (USD)VRBO
From $539 per night (USD)Expedia
A Cut Above 3bed\/2bath updated half duplex with private pool & cabana club
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
A Cut Above is an updated 3bed/2bath beautifully decorated half duplex in desirable Key Colony Beach. Enjoy the tropical ...
From $539 per night (USD)Expedia
From $561 per night (USD)VRBO
Sunset South: First Floor 2 Bedroom 1 Bath Condo at Bayfront Suites & Marina
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $561 per night (USD)VRBO
From $779 per night (USD)Expedia
Seabreeze Marathon Oceanside with Cabana Club Membership
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Seabreeze Marathon! Don't look any further for your perfect vacation destination. This property is a newly r ...
From $779 per night (USD)Expedia
Click For PricingVRBO
Sunset views at the Galleon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You will be back year after year! Unit features full kitchen with Master King, Guest Twin Beds, and Pull out Sleeper Sof ...
Click For PricingVRBO
From $1108 per night (USD)Expedia
Upper Bayview North: Waterfront 4 Bedroom Condo at Bayfront Suites & Marina
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1108 per night (USD)Expedia
From $246 per night (USD)VRBO
Upscale Townhouse with Golf and Lake Views, Shared Pool, WiFi, and AC - Dogs OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Tipsy Mermaid Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $246 per night (USD)VRBO
From $823 per night (USD)Expedia
~HORSE CONCH~ Amazing location with shared pool and covered balcony!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
THE PROPERTY: Enjoy your stay in the tropics at Horse Conch, part of the highly touted "Queen Conch" complex, which incl ...
From $823 per night (USD)Expedia
From $610 per night (USD)VRBO
Key Colony Beach Waterfront Getaway with Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our beautiful 4bdrm/ 3 full bath waterfront home. Relax and relish the tropical waters that surround you in p ...
From $610 per night (USD)VRBO
From $428 per night (USD)Expedia
Villa Largo Island Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Indulge in endless sun-soaked delights at this stunning property nestled within one of the most sought-after an ...
From $428 per night (USD)Expedia
From $1038 per night (USD)VRBO
Upper Bayview South: Waterfront 4 Bedroom Condo at Bayfront Suites & Marina
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1038 per night (USD)VRBO
From $1076 per night (USD)VRBO
Exquisite Key Colony Beach Retreat- 420\/430 11th Street KCB
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Have you been dreaming of a sun-soaked Florida Keys getaway with ample space for your whole family? Turn those dreams in ...
From $1076 per night (USD)VRBO
From $305 per night (USD)VRBO
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage #13 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. SpaciouQuaint, clean, co ...
From $305 per night (USD)VRBO
From $862 per night (USD)Expedia
To Paradise \nBook our website fishing & excursions bigdavechartersandtours.com\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Forget your worries in this spacious and serene space. Relax while sitting and watching TV or listening. . to music in ...
From $862 per night (USD)Expedia
From $1522 per night (USD)VRBO
Beach House, Waterfront, Sombrero Beach, Florida Keys Rental, Private Pool, Dock
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
New Listing - Family Reunion Large Vacation Rental 6 bedrooms 5 baths steps to Sombrero Beach. 6 bedrooms (5 King size b ...
From $1522 per night (USD)VRBO
From $513 per night (USD)Expedia
Paradise Without A Passport New Home Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Brand New Home, Brand New Furniture, Sunset and Ocean Views, Outdoor communal Fire Pits, Outdoor Kitchen, Grill, Possibl ...
From $513 per night (USD)Expedia
From $934 per night (USD)VRBO
Middle Sunset: 3 Bedroom 3 Bath Luxury Condo at Bayfront Suites & Marina
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $934 per night (USD)VRBO
From $1026 per night (USD)Expedia
Bayview North One: Waterfront 4 Bedroom 4 Bath Condo at Bayfront Suites
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1026 per night (USD)Expedia
From $1054 per night (USD)VRBO
Sunset North: Luxury 4 Bedroom 4.5 Bath Condo at Bayfront Suites & Marina
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1054 per night (USD)VRBO
From $982 per night (USD)Expedia
Upper Sunset South: Luxury 3 Bedroom Condo at Bayfront Suites & Marina
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $982 per night (USD)Expedia
From $1077 per night (USD)VRBO
Bayview South: 4 Bedroom 3 Bath Waterfront Condo at Bayfront Suites & Marina
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1077 per night (USD)VRBO
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Oceanfront BEACH HOUSE with DOCKAGE and BOAT LIFT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stroll along the dock to watch the rising morning sun, lounge on the dock netting and become entranced by the la ...
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From $985 per night (USD)VRBO
Upper Sunset North: Luxury 4 Bedroom Condo at Bayfront Suites & Marina
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $985 per night (USD)VRBO
From $1108 per night (USD)Expedia
Bayview Middle: Waterfront 3 Bedroom Condo at Bayfront Suites & Marina
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1108 per night (USD)Expedia
From $342 per night (USD)VRBO
Island Escape at Ocean Pointe
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated unit with fresh paint, updated cabinets in kitchen and bathroom, new ceiling fans. Updated living room ...
From $342 per night (USD)VRBO
From $587 per night (USD)VRBO
This Marathon Canal home has a pool and hot tub! Park your boat in your backyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Mirage Manor has had lots of happy visitors, but needed a bigger and better pool. Construction is now complete and rent ...
From $587 per night (USD)VRBO
From $310 per night (USD)VRBO
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the open water ...incredible views. ...
From $310 per night (USD)VRBO
From $215 per night (USD)Expedia
Its an enjoyable two bed\/bath unit with pleasant view of the marina and 0cean.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your Newly Renovated Oceanfront Vacation Home: In June 2018, the Condo unit had a total renovation including installati ...
From $215 per night (USD)Expedia
Click For PricingVRBO
Fantastic Waterfront Location, Beautiful Ocean Views & Near Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a newly renovated ocean front cottage attached to the main house with private pool and boat docking available. ...
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Condo 2br\/2bath waterfront
- 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 ...
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From $159 per night (USD)VRBO
coral stone
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our apartment offers all the comforts of home, 120 paces to Duval Street - shopping, restaurants and nightlife. Near Hem ...
From $159 per night (USD)VRBO
From $375 per night (USD)Expedia
Dog-friendly oceanfront home with private pool, screened porch & outdoor kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Blue Water Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $375 per night (USD)Expedia
From $471 per night (USD)VRBO
Amazing Key Largo Paradise 2\/2 Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the Keys in this 2bedroom 2 bath townhome overlooking a tranquil lagoon. Swim or Snorkel the Saltwater Lagoon, ...
From $471 per night (USD)VRBO
From $690 per night (USD)Expedia
VIP LUXURY PENTHOUSE SUITE! - OFFERS KEY LARGO'S BEST PANORAMIC OCEAN VIEWS!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Ree ...
From $690 per night (USD)Expedia
From $710 per night (USD)VRBO
Gorgeous Gulf-front home with dock, private pool & gas grill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $710 per night (USD)VRBO
From $225 per night (USD)Expedia
Spring & summer dates available licensed rental vr #25-0235 NO BOATS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a legally licensed rental in the Village of Islamorada license # vr 131 The entire condo has been updated ...
From $225 per night (USD)Expedia