
Beachfront holiday rentals in Vaca Key
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Top-rated beachfront rentals in Vaca Key
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Villa 5027 on Duck Key BOAT SLIP available
Boat slip available for an additional $100 per night. Ask about availability. This villa boasts breathtaking sunsets and is just minutes from watersports, charter fishing, waterfront restaurants, and local attractions, all while being surrounded by one of Duck Key’s most exclusive island neighborhoods with lush tropical landscaping. Duck Key is perfect for families or a serene couples retreat. Dine while watching spectacular sunsets from the rear deck, or explore the Middle Keys. No smoking/Pet
ViewWalkabilityLocation
4.88 out of 5 average rating, 120 reviews
*NEW* Private Beach, pool & fully loaded kitchen
Escape to paradise in our luxurious, beautifully furnished beachfront oasis in the heart of Key Colony Beach, Florida. This stunning two-bedroom, two-bath condo offers the ultimate Florida Keys getaway, featuring private beach access, a community pool with tiki huts, BBQ grills, lounge areas and beautiful ocean views. Perfect for families, couples, and small groups, this relaxing coastal retreat combines comfort, privacy, and an unbeatable beachfront location just steps from the sand and water
WalkabilityBeachLocation
4.93 out of 5 average rating, 41 reviews
Private Beach in Marathons Key Colony Beach
Atlantic Ocean location with a beautiful ocean view. The beach is private for sunbathing, fishing, diving, and snorkeling. The sea life off the beach is abundant. Watching the boats come in and out of Vaca Cut is very cool. In addition to the onsite pool there is a Tiki Hut, beachside barbecue area, and a beautiful grass lawn. Being on the third floor offers beautiful ocean views. Please see my host guidebook for detailed info on a few of the local attractions including fav restaurants.
ViewWalkabilityCondition
5.0 out of 5 average rating, 29 reviews
Coastal Key Colony Beach Condo, Oceanfront Complex
Lovely coastal condo in Key Colony Beach. Unit #17 has 2 queen beds, a fully equipped kitchen with full-size appliances and everything you need to cook and serve meals. Free, fast and reliable WiFi, along with SmartTV for entertainment. Enjoy stunning views of sunrise from our private beach and sunsets next door at Sunset Park. Heated pool, beach BBQs, tiki huts, longers and umbrellas for guest use. We are centrally located to awesome Keys adventures just a few miles drive from the condo.
BeachWalkabilityDecor
4.92 out of 5 average rating, 357 reviews
Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!
Experience the relaxing setting of this 4BR 4.5Bath home, ideally situated in the picturesque waterfront neighborhood of Marathon, FL. Discover the area's scenic beauty and a diverse selection of water activities, attractions, and landmarks. After a day of exploring, return to our home for a rejuvenating stay. ✔ 4 Comfy BRs ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Backyard (Pool, Games, BBQ, Lounges, Dining) ✔ 73-Foot Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!
BeachViewLaundry
5.0 out of 5 average rating, 60 reviews
Grouper Getaway @ Ocean Isles Fishing Village
Escape to paradise at the Grouper Getaway located at Ocean Isles Fishing Village in Marathon Key, FL. This beautiful brand new fully furnished 1 bed/2 bath studio townhouse, offers a central location and an array of luxurious amenities for a truly unforgettable vacation. Steps away from the the Atlantic Ocean, enjoy the largest pool in Marathon with clear views of the VACA Cut boat traffic and the Sombrero Light House. Enjoy fishing, paddle boarding, kayaking, tiki huts, beach, and grills.
BeachViewWifi
4.99 out of 5 average rating, 76 reviews
Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests (0-2 years old count as a guest). No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”
BeachViewAccess
4.88 out of 5 average rating, 168 reviews
Waterfront Villa & Sunset Views
Come and relax on your own veranda that overlooks the turquoise waters of the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay local to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.
BeachViewCheck-in
4.85 out of 5 average rating, 113 reviews
Vibrant Beachfront Villa
Welcome to Beachfront Villa that has recently been renovated. The 2 bedroom 1.5 bath luxury villa is located in the popular area of Duck key alongside of Hawks Cay Resort. Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including silverware ,plates , cups , and pots. Linens and towels provided. *** Pets welcome with host approval and pet fee. ****
WalkabilityViewAccuracy
4.81 out of 5 average rating, 237 reviews
360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.
WalkabilityBeachCheck-in
4.93 out of 5 average rating, 394 reviews
P01 - New 3 bed, 3 bath with private pool
This beautiful new home offers 3 bedrooms, 3 baths and a comfortable open floorplan. Additionally, this property boasts and abundance of fabulous outdoor living space and is ideally located minutes from Coco Plum Beach. - Maximum Occupancy: 6 guests (includes adults and children of any age) (*children of any age, including infants, count toward occupancy) - No day guests or visitors allowed above the advertised max. occupancy. - Parking: 3 vehicle max - 3 bedroom/3 bathroom
WalkabilityBeachHospitality
5.0 out of 5 average rating, 12 reviews
SeaEsta! Bring your boat & 1 block to the beach!
Take a 1 Block walk to Sombrero Beach, dock your boat at this waterfront home or simply relax on the patio. 3 Bedrooms 3 baths. Large deck for cooking out. Direct access to the Atlantic. 65" TVs in all rooms. Enjoy your mornings by starting at our Coffee bar. Our home is fully furnished with all the essentials. We even include Kayaks, Bikes and Fishing Poles as well as Corn Hole and Giant Jenga. Boat Rental is offered at an additional cost. - VR License No: VACA -20-147
WalkabilityBeachIndoor spaces
4.88 out of 5 average rating, 16 reviewsPopular amenities for beachfront rentals in Vaca Key
Pet-friendly beachfront home rentals

Boaters delight! 1 min to open water, Dock & Beach
ViewBeachCleanliness
4.92 out of 5 average rating, 24 reviews
New Private 4/3 Single Family - Kayaks & Bicycles+
WalkabilityBeachAmenities
4.94 out of 5 average rating, 94 reviews
Beach Home and Boater’s Paradise Sombrero
BeachWalkabilityQuiet
4.5 out of 5 average rating, 8 reviews
Coco Plum Beach Paradise w Heated Pool & Boat Slip
HospitalityAccuracyPool
5.0 out of 5 average rating, 6 reviews
Grassy Key Ocean Front Beach House
ViewBeachAmenities
5.0 out of 5 average rating, 10 reviews
Spectacular 2BR Oceanfront Dog Friendly | Dock
ViewCleanlinessAccuracy
4.71 out of 5 average rating, 17 reviews
A Suite Escape
BeachWalkabilityKitchen
4.7 out of 5 average rating, 10 reviews
Charming Beach House directly ON the beach
ViewBeachComfort
5.0 out of 5 average rating, 6 reviewsBeachfront home rentals with a pool

Paradise found! Sea-Esta Condo beach and pool.
WalkabilityBeachNearby
4.96 out of 5 average rating, 52 reviews
2 Bdrm Oceanfront Complex Private Beach & Pool
BeachViewOutdoor spaces
4.93 out of 5 average rating, 41 reviews
Seaside Villa~ Charming Beachfront Condo w/ Pool!
ViewBeachKitchen
4.84 out of 5 average rating, 19 reviews
Canal/Dock - Cabana Club - Pickleball - Remodeled
WalkabilityViewSleep quality
4.98 out of 5 average rating, 48 reviews
Beachfront Villa w/ Pier & Pool
ViewBeachOutdoor spaces
4.72 out of 5 average rating, 151 reviews
Beachfront Condo on Coco Plum Beach w/heated pool
BeachViewNearby
4.9 out of 5 average rating, 10 reviews
Beach Front
BeachViewBathroom
4.81 out of 5 average rating, 21 reviews
Key Colony Beach oceanview condo, beach + pool
BeachFamilyLocation
5.0 out of 5 average rating, 4 reviewsPrivate beachfront home rentals

1-bedroom suite - Full Kitchen, Dockage, Boat Ramp
BeachWalkabilityComfort
4.96 out of 5 average rating, 53 reviews
Paradise awaits.
WalkabilityBeachNearby
5.0 out of 5 average rating, 4 reviews
Oceanfront Sunrise Condo Private Beach Heated Pool
ViewWalkabilityHospitality
4.97 out of 5 average rating, 235 reviews
Poolside 2 Bdrm in Oceanfront Complex, Key Colony
WalkabilityViewSleep quality
4.91 out of 5 average rating, 265 reviews
Sunrise View Condo - Key Colony - Private Beach
WalkabilityBeachAccuracy
4.93 out of 5 average rating, 102 reviews
Nautical Condo Oceanfront Complex w/ Heated Pool
ViewBeachAir conditioning
4.91 out of 5 average rating, 218 reviews
Beachside Unit 22 - Private Beach on Atlantic
ViewWalkabilityOutdoor spaces
4.86 out of 5 average rating, 153 reviews
Oceanfront Breeze, Stunning Views, Beach/Pool
WalkabilityBeachBiking
4.93 out of 5 average rating, 283 reviewsDestinations to explore
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- Everglades National Park
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- John Pennekamp Coral Reef State Park
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