
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
ViewBeachAir conditioning
4.88 out of 5 average rating, 120 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.
WalkabilityViewDecor
5.0 out of 5 average rating, 29 reviews
Amazing Ocean Front Views Key Colony Beach
Everything is brand new in this gorgeous condo with amazing oceanfront views. #40 has two queen beds, well equipped kitchen with full-size appliances and everything you need to cook & serve meals. Fast, reliable WiFi, large SmartTV. Super cold new A/C unit Enjoy stunning views of sunrise from your private balcony & sunsets next door at Sunset Park. Heated pool, beach BBQs & tiki huts for guest use We are centrally located to awesome Keys adventures just a few miles drive from the condo.
WalkabilityBeachQuiet
4.96 out of 5 average rating, 285 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!
WalkabilityViewDecor
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.
ViewBeachDecor
4.99 out of 5 average rating, 76 reviews
Cabana Club Condo: Key Colony Beach, FL
Located on the Atlantic Ocean in the middle keys. Accommodations for up to 10 people. Waking up to the sounds of ocean waves and the beautiful waters of the Florida Keys is breath taking. Very few are on a private beach. The unit is very spacious and well kept. Large master closet for storage. Private entrance and Cabana Club access during operating hours: ( Monday 10-5, Tuesday-Sunday 10-7 ). New furnishings, full kitchen, clothes washer and dryer. Minimum one week rental, seven nights.
BeachViewKitchen
4.93 out of 5 average rating, 55 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.”
BeachWalkabilityCondition
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.
ViewWalkabilityComfort
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. ****
ViewBeachSkiing
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.
ViewBeachCheckout
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
BeachWalkabilityAccess
5.0 out of 5 average rating, 12 reviews
Walk to Beach, 90' Dock, Huge Pool, Kayaks
Vitamin Sea WALK TO COCO PLUM BEACH! This is a one of a kind home that you have to see to appreciate! Stunning 4 bedroom, 3 bath stilted canal home on Coco Plum in Marathon. Enjoy instant access to either the Atlantic Ocean or Gulf of Mexico in just a few minutes from your canal. This Coastal getaway comes equipped with amenities the whole family will love. Enjoy outdoor dining on an expansive patio that overlooks the all encompassing canal & private dockage.
CleanlinessPoolFamily
5.0 out of 5 average rating, 7 reviewsPopular amenities for beachfront rentals in Vaca Key
Pet-friendly beachfront home rentals

Boaters delight! 1 min to open water, Dock & Beach
WalkabilityViewCleanliness
4.92 out of 5 average rating, 24 reviews
SeaEsta! Bring your boat & 1 block to the beach!
WalkabilityBeachParks
4.88 out of 5 average rating, 16 reviews
New Private 4/3 Single Family - Kayaks & Bicycles+
BeachWalkabilityLaundry
4.94 out of 5 average rating, 94 reviews
Beach Home and Boater’s Paradise Sombrero
BeachWalkabilityCleanliness
4.5 out of 5 average rating, 8 reviews
Coco Plum Beach Paradise w Heated Pool & Boat Slip
CleanlinessPoolHospitality
5.0 out of 5 average rating, 6 reviews
Grassy Key Ocean Front Beach House
ViewBeachCondition
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
Charming Beach House directly ON the beach
ViewBeachFamily
5.0 out of 5 average rating, 6 reviewsBeachfront home rentals with a pool

*NEW* Private Beach, pool & fully loaded kitchen
BeachWalkabilityPool
4.93 out of 5 average rating, 41 reviews
2 Bdrm Oceanfront Complex Private Beach & Pool
WalkabilityViewFamily
4.93 out of 5 average rating, 41 reviews
Paradise found! Sea-Esta Condo beach and pool.
ViewBeachCondition
4.96 out of 5 average rating, 52 reviews
Canal/Dock - Cabana Club - Pickleball - Remodeled
BeachWalkabilityAmenities
4.98 out of 5 average rating, 48 reviews
Seaside Villa~ Charming Beachfront Condo w/ Pool!
ViewBeachGetting around
4.84 out of 5 average rating, 19 reviews
Beachfront Condo on Coco Plum Beach w/heated pool
ViewBeachAccuracy
4.9 out of 5 average rating, 10 reviews
Beachfront Villa w/ Pier & Pool
BeachWalkabilityFamily
4.72 out of 5 average rating, 151 reviews
Beach Front
ViewWalkabilityLaundry
4.81 out of 5 average rating, 21 reviewsPrivate beachfront home rentals

Paradise awaits.
BeachWalkabilityFamily
5.0 out of 5 average rating, 4 reviews
1-bedroom suite - Full Kitchen, Dockage, Boat Ramp
WalkabilityViewOutdoor spaces
4.96 out of 5 average rating, 53 reviews
Sunrise View Condo - Key Colony - Private Beach
WalkabilityBeachComfort
4.93 out of 5 average rating, 102 reviews
Oceanfront Sunrise Condo Private Beach Heated Pool
BeachViewParks
4.97 out of 5 average rating, 235 reviews
Tropical Beachfront Condo Key Colony Beach & Pool
ViewWalkabilityCondition
4.93 out of 5 average rating, 146 reviews
Poolside 2 Bdrm in Oceanfront Complex, Key Colony
ViewWalkabilityHospitality
4.91 out of 5 average rating, 265 reviews
Beachside Unit 22 - Private Beach on Atlantic
WalkabilityViewGrill
4.86 out of 5 average rating, 153 reviews
Nautical Condo Oceanfront Complex w/ Heated Pool
WalkabilityViewValue
4.91 out of 5 average rating, 218 reviewsDestinations to explore
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
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- Seven Mile Bridge
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