
Family-friendly holiday rentals in Vaca Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Vaca Key
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Waterfront House with 37 ft Dock & Cabana Club
Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

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.

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

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!

P40 - Premier 3 bedroom, 2 bathroom home with priv
A premier home in a premier location! This 3-bedroom, 2-bathroom home is one of a kind. As an all-ground level home, boasting a large open floor plan and ease of access, this home gives guests the freedom to spread out and enjoy all this tropical home and grounds have to offer. Located in the quiet neighborhood of Coco Plum Beach, this home is walking distance to Coco Plum Beach. Boating guests are especially pleased with this location as it offers easy access to the open waters of ...

Tiki Time! Private Pool~Tiki Hut~Kayaks~Grill!
Tiki Time ~ your private paradise in beautiful Marathon, heart of the Florida Keys! This is the perfect place for a family vacation or relaxing getaway. Gorgeous 3BR home with your own private salt water pool, Tiki Hut, space to park a 30' boat/trailer, and ocean views from the balcony~Kayaks, grill, beach toys await you for your beautiful day in the Florida Keys! Less than 5 min to Sombrero Beach, Dining & Local Bars! Experience the Florida Keys like a local and book Tiki Time today!

Waterfront Home 37.5-ft dock, Cabana Club Included
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

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.

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!

Private Pool Tropical Oasis - Centrally Located
Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

Angler’s Terrace Conde Nast Traveler’s Best Airbnb
As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

Coco Plum Waterfront Hideaway Home in Marathon
This Coco Plum home is the ultimate family getaway! With four bedrooms, two bathrooms, a modern living room with a 4K TV and surround sound, and an outdoor area that includes a fire pit, outdoor dining, and outdoor living space. The boat dock and breathtaking sunset views make this the perfect home for your fishing adventures. Beautiful Coco Plum beach is just a ten minute walk away. Make this home your next island adventure.
Popular amenities for Vaca Key family-friendly rentals
Family-friendly home rentals with a hot tub

Stunning Waterfront Retreat with Dockage & Pool -C

Villa Blue-Water Front-Cabana Club-37ft Dock Space

Dock, Beach Club, Ocean & Gulf Access, Tennis

Experience the Ultimate Florida Keys Getaway.

Beach House in Marathon with Amazing Backyard!

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

Waterfront 2-bedroom Home w/Pool and Spa

Coco4Fun New Luxury Canal Front with Pool/Spa/Dock
Family- and pet-friendly home rentals

The Palm House in Key Colony Beach, Florida Keys

Isla Mamey: FREE Boat Dockage Sept-Oct Only!

Flakey's

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Boater’s Paradise 3br/2.5ba Villa with Slip!

NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom

Easy Ocean Access 30' Dock House Pool Cabana Club

Refuge on the Reef~ Waterfront Pool Home, 75' Dock
Family-friendly home rentals with a pool

Keys to Paradise

Florida Keys Sanctuary

3/2 Home w Dock, lagoon, kayaks!

Yellowtail Getaway with Boat dock and Pool 1

Oceanfront mermaid house pool and dock

Waterfront Oasis3/2 Direct Ocean

Casa Blue Flamingo

“La casa azul” step 3’ to a private pool
Destinations to explore
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- Family-friendly rentals Monroe County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Theater of the Sea
- Calusa Campground
- Robbies Marina Of Islamorada
- The Turtle Hospital
- Seven Mile Bridge
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Founder's Park
- Ernest F. Coe Visitor Center
- History Of Diving Museum
- Harry Harris Beach and Park
- Venture Out Resort
- Curry Hammock State Park
- Bakers Cay Resort Key Largo Fb





