
Holiday houses in Vaca Key
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Vaca Key
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

NEW!The Hideaway~Pool~Pickleball~Putt-Putt~Kayaks!
NEW RENO! Welcome to The Keys Hideaway! 🌴🍍 The ✨ONLY✨ house in Marathon with its own private Pickleball Court and 4-Hole Putt-Putt Course!! Live your dream getaway in this Gorgeous 3BR Paradise in the heart of the Florida Keys. Sip a cold drink by your private pool🍹, play Pickleball🎾, enjoy Putt-Putt⛳, paddle out on a Kayak🌅, enjoy a bike ride🚲, or play Ping-Pong🏓, end the day with a family cookout🔥 At The Hideaway, you’ll have it all, adventure, relaxation, and unforgettable memories!✨

Water Views | Private Pool Oasis + Gazebo + Kayaks
Modern 4BR/4.5BA waterfront getaway in Marathon’s Coco Plum, set on a wide open canal with gorgeous water views—perfect for boaters, families, and friend groups. Spend your days in the huge private pool, relax under the gazebo, and come home to a newer, beautifully kept 2012 house designed for easy Keys living. 🏊 Huge private pool + gazebo (with poolside bathroom) 🛶 Kayaks included + big open-canal view ⚓ Pier-style dockage for your boat or rental boat 🌅 Wraparound covered porch for sunrise/

TropiCarribean - Pool Club, Canal, XL Tiki Hut!
Beautiful private & upscale Key Colony ground level half-duplex on canal near open water FEATURES 3 Bedrooms and 2 bathrooms in a spacious 1590 sq ft Cabana Club pool & beach club included free! Home is furnished with the best quality solid wood dining table. Seating for 6+, 60 In TV (Sign into your own TV service) Super-sized Tiki Hut with TV and ceiling fan! Outdoor patio furniture 37 foot step-down dock 2 minute Boating access to Atlantic & Gulf sides In-Water Dock light for viewing Fish

Grassy Key Ocean Front Beach House
HEATED POOL $150 weekly. Experience relaxed island luxury with no neighbors within a block of the property, located on Grassy Key in the Middle Keys. Perched directly on the Atlantic with an unobstructed view, the property sits on private acreage and was designed to maximize the ocean panorama from every level. Whether you want to watch sunrise from the balcony, dine under the tiki hut, beside the oceanfront pool while listening to the surf, this is a place to reconnect with family and friends.

Paradise in the Keys
Welcome to Pura Vista otherwise known as Pure Views. Come enjoy a delightful stay at this beautiful direct waterfront property in the Florida Keys for your getaway. Breath taking views of the Atlantic Ocean and direct ocean access to the best boating activities in the warm turquoise waters of the Florida Keys. Well equipped with commodities to help your stay be the best. A great location to discover everything the Florida Keys has to offer. We look forward to hosting your stay! VACA – 22 - 376

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
7 DAY MINIMUM BOOKINGS / MAX 4 PERSONS NAUTI HIDEAWAY - This Nauti Stays Vacation Rental property is a 2-bedroom, 2-bath 2nd level 925 sq ft. condo located in Coco Plum, Marathon. Set in a well-protected, deep canal on the Atlantic, comes with a deep slip (length up to 40 ft) next to pool allowing access to the Atlantic Ocean and Florida Bay. ONSITE boat ramp & trailer (36 ft max) parking! Enjoy a heated or chilled pool after a boat day! Dock has water, power hook ups & fish cleaning station.

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.

Turtle-By-The-Sea: the Best Deal in KCB!
A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

Waterfront home w/pool, dock & close to beach
Looking for the perfect home for your next Florida Keys vacation? Our Waterfront home with over 30 feet of dock space is Just a short boat ride out to open water for a day of fishing, snorkeling or cruising around. Our home features your own private dock & private pool... complete with chaise lounges, outdoor dining, gas grill, Adirondack chairs, fish cleaning station, bait freezer & so much more! Lastly, everyone is sure to enjoy water views & sunsets from our balcony that never disappoint

Luxury Waterfront Oasis w Heated Pool and 50' Dock
Have the Florida Keys vacation of your dreams at the luxurious 4Bed 4Bath tropical oasis immersed in a tranquil, friendly oceanfront neighborhood in Marathon, FL. It offers a relaxing getaway minutes from local shops, restaurants, beaches, attractions, landmarks. This lovely Three-floor waterfront Marathon home was designed with relaxation and comfort in mind. With no expenses spared, Vista Del Mar, a luxury waterfront estate, was custom-built for ultimate relaxation in a tropical paradise.

Coco Plum Paradise - Marathon 5 BR 4 BA Waterfront
Entire Waterfront Home. 5 Bedroom, 4 Full Baths, Heated Pool with attached Soaking Tub, Tiki Hut with bar and seating, Ample Parking, Big Fenced Yard, First and Second Floor Covered Balconies, 110' waterfront with 80' Dock, 5 Minute Walk to Beach, 10 Minutes to ValHala Sand Bar, on a 200' Wide Canal. Licensed to sleep up to 12 guests; 5 King Beds, 1 Pullout Sofa Bed. Outdoor 4 lounge chairs, 12 adirondack chairs. Fully stocked kitchen. Beautiful location. License No. VACA-22-157
Popular amenities for Vaca Key holiday rentals
Other great holiday rentals in Vaca Key

Islamorada bungalow 2 bed & pool

Luxury Waterfront Retreat with Dockage & Pool

2 Bedroom 2 Bath Retreat with Cabana in KCB

Welcome to the Ocean Nest in Key Colony Beach, FL

Castillo Del Mar- Ocean access from your backyard

Waterfront villa for families * Family friendly*

Gorgeous Ocean View Home!

Oceanview Rooftop Retreat 3BR 3BA in Marathon FL
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with beach access Vaca Key
- Rentals with a hot tub Vaca Key
- House rentals Vaca Key
- Waterfront rentals Vaca Key
- Apartment rentals Vaca Key
- Rentals with a washing machine and dryer Vaca Key
- Beachfront rentals Vaca Key
- Condo rentals Vaca Key
- Rentals with a patio Vaca Key
- Fitness-friendly rentals Vaca Key
- Villa rentals Vaca Key
- Rentals with a fireplace Vaca Key
- Rentals with a kayak Vaca Key
- Rentals with lake access Vaca Key
- Luxury rentals Vaca Key
- Rentals with outdoor seating Vaca Key
- Pet-friendly rentals Vaca Key
- Townhouse rentals Vaca Key
- Hotel rooms Vaca Key
- Rentals with pools Vaca Key
- Boutique hotels Vaca Key
- Family-friendly rentals Vaca Key
- Rentals with an accessible height toilet Vaca Key
- Rentals with a fire pit Vaca Key
- Rentals with breakfast Vaca Key
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- Long Beach
- Bahia Honda State Park
- Conch Key
- Theater of the Sea
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Sunset Park
- Dolphin Research Center
- Calusa Campground
- Robbies Marina Of Islamorada
- Florida Keys Aquarium Encounters
- Founder's Park
- The Turtle Hospital
- History Of Diving Museum
- Harry Harris Beach and Park
- Ernest F. Coe Visitor Center




