
Holiday rentals in Vaca Key
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Top-rated holiday rentals in Vaca Key
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Beach House, Private Pool, Dock, Gulf View Sunsets
You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.
4.93 out of 5 average rating, 82 reviews
Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.
4.93 out of 5 average rating, 154 reviews
Castillo Del Mar- Ocean access from your backyard
Welcome to PARADISE! — perfect for salty families, fishing lovers and beach goers • Prime Location – In Key Colony Beach with access to Cabana Club pool & private beach • Walk to Dining – Steps from Sparky’s Landing & Island Company • Boater’s Paradise – Backyard dockage for boats up to 30 ft • Spacious Kitchen – Family-style layout with 4-person bar top • Boho Dining Room – Perfect for cozy dinners and entertaining • Amenities include washer + dryer, fully stocked kitchen, Cozy Tv Room
5.0 out of 5 average rating, 15 reviews
Tiny Home Aqua Lodges 2/1
This memorable place is anything but ordinary. Stay in our fully equipped aqua lodge with private surroundings. This lodge has 1 queen bed, 1 full bed, a sofa sleeper full size on the main floor, and 1 twin in the loft. It has a full kitchen, mini split ac, and full bathroom with hot water. This location has great sunset views and private BBQ waterfront area. All lodges have all bedding and dishes and cooking utensils. You will also have access to the Cabana Club located in Key Colony Beach.
4.77 out of 5 average rating, 161 reviews
Entire private two family water front home.
Forget your worries in this spacious and serene space. This is a great option for large multi-generational families that want to be in two separate areas of a full home. This is a full two family home with separate entrances. Enjoy 75 feet of waterfront with a concrete seawall, davits, a fish cleaning station, and direct ocean and bay access via nearby Vaca Cut. The home offers full privacy, a private heated and chilled pool in the heart of Key Colony Beach; the entire home is yours!
5.0 out of 5 average rating, 6 reviews
Tropical Keys Retreat | Pool | Hot Tub | Cinema
Welcome to Paradise Palms: ⭑ 1750 sqft liveable space on 10,500 sqft estate ⭑ Private home, deck, patio & backyard, overlooking a beautiful scenic landscape ⭑ Crystal pool, hot tub, movie theater, remote workspace, game room with arcade & more ⭑ Secure parking for up to six vehicles, boat trailer parking, RV and EV charging ⭑ 10 min to sombrero beach & just minutes to all island attractions ⭑ Fully stocked kitchen ⭑ Extremely safe neighborhood License #VACA-24-20 License #VACA-24-32
5.0 out of 5 average rating, 81 reviews
Marathon Oceanfront 4BR Private Pool 60’ Boat Dock
Wake up to open-water views at your private oceanfront retreat in Marathon. Bring the boat, step into your private pool, Perfect for families and boating groups.Your private 60' dock offers direct water access, freshwater for rinsing gear and flushing engines, while parking accommodates up to 4 vehicles. • Direct oceanfront setting • Private swimming pool • Private 60' boat dock • Complimentary kayaks • Sleeps up to 10 • Parking for 4 vehicles • Wi-Fi + dedicated workspace
5.0 out of 5 average rating, 6 reviews
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!
4.86 out of 5 average rating, 619 reviews
Gorgeous Ocean View Home!
Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from Sombrero Beach) were you’ll be able to do many things like snorkeling, fishing, boating, Scuba, museums, visit the aquarium, and/or the dolphin research center, and even dine on the water with many restaurants selections near by. This property does NOT have dock space for a boat or trailer parking. Licensed and inspected by the city of Marathon Lic.# VACA-23-144
4.84 out of 5 average rating, 100 reviews
P31 - 2 bed, 2 bath with Spectacular Open Water on
Location! Location! Location! This 2 bedroom, 2 bath home is beautiful and boasts stunning open water views! Boating guests are especially pleased with this home ideal location on the Ocean side of the Vaca Cut. With abundant indoor and outdoor living space and its prime location this home is home a show stopper! - Maximum Occupancy: 6 guest (includes 4 adult max and 2 children of any age) (*children of any age, including infants, count toward occupancy)
4.92 out of 5 average rating, 24 reviews
Waterfront Pool Home w/ Private Dock, Tiki Hut & B
Captain’s Hideout, your 4BR waterfront escape in Marathon’s Little Venice, built for boaters, families, anglers, and easy Keys living with quick access near Vaca Cut to the Gulf. 🏊♂️ Private backyard pool ⛵ 28’ dock with fish cleaning table 🌴 Huge tiki hut hangout area 🍳 Outdoor kitchen + dining space 🧊 Commercial ice machine + bait freezer 🛏️ Ground-level comfort for 10 🐾 Pet & kid friendly with pack ’n play + highchair
5.0 out of 5 average rating, 5 reviews
70ft Dock, Bikes, Beach, Spacious, VACA23-16
Enjoy the boutique decor of our large, spacious home. Our place is a short distance from Sombrero Beach, with bicycles available to ride there. Our property is on a wide and deep canal, with both ocean and gulf access. Our dock is 70 ft, so ideal place for large boats, or you can even bring 2 boats. Free parking, with space to park boat trailer. We include free passes to the Sea Turtle Hospital to guests.
4.94 out of 5 average rating, 206 reviewsPopular amenities for Vaca Key holiday rentals
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🏝Beautiful🏖 Water🏊♀️ View🌅 Pool Gym🏋️ Room, Private⛵️ Dock⚓️
4.96 out of 5 average rating, 56 reviews
*NEW!*Life is a Marathon~VIEWS!~Pool~Dock~HotTub!
5.0 out of 5 average rating, 5 reviews
Oceanview Rooftop Retreat 3BR 3BA in Marathon FL
4.8 out of 5 average rating, 15 reviews
Luxury Oasis, Pool, Kayaks, Dock, Near Beach
5.0 out of 5 average rating, 18 reviews
Best Location in Marathon & KCB!
5.0 out of 5 average rating, 18 reviews
Searenity Vacation Rental! Pool, Tiki Hut, Dockage
5.0 out of 5 average rating, 5 reviews
The Grand Blue Mansion•120'Dock•4 Bedroom•Htd Pool
4.94 out of 5 average rating, 34 reviews
Sunset Key Escape/Pool, Dock, Kayaks & Gulf Access
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Key Largo Kampground And Marina
- Theater of the Sea
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- Curry Hammock State Park
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