
Family-friendly holiday rentals in Monroe County
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Top-rated family-friendly rentals in Monroe County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Sunrise Escape - Ocean Front Villa - Sleeps 10
Wake up to the sunrise over the ocean and unwind with sunset views from your private jetty. This marina-front, ocean-view townhouse in Kawama Yacht Club puts you steps from kayaking, snorkeling, and the best of the Keys. Spacious, stylish, and designed for unforgettable family and friend getaways. Breathtaking sunrises from one of two private terraces, coffee in hand, overlooking the marina and the Atlantic Ocean. Located in an exclusive, quiet section of Kawama Yacht Club, this beautifully po

Modern Beach Lake-Front House in Miami !
Welcome to our stunning 5/4 beachfront lake house! This newly renovated property offers the perfect blend of modern amenities and natural beauty. Located in a central and peaceful neighborhood, guests can enjoy a range of water activities such as kayaking, paddle boarding, and swimming while taking in the views of the Blue lake. Seeking relaxation or adventure, this home has something for everyone.. ✔️15min from Miami International airport ✔️25min to Downtown Miami ✔️30min from Miami Beach

Private Paradise between Miami & the Keys
My 4/3 home is in the area known as the "Gateway to the Keys". Enjoy a comfortable stay for 10 people in 4 bed rooms. Great place for families & travelers. Very comfy home, & the back yard has the feel of a true tropical paradise. Good WIFI. NO ADDITIONAL GUESTS & NO DJs. NO PARTIES. I RESERVE THE RIGHT TO ENTER THE HOME IF I FEEL THERE IS AN UNAUTHORIZED PARTY/EVENT. FINES WILL BE APPLIED FOR NOISE VIOLATIONS. We do not allow parties. UNAUTHORIZED parties can/will result in a $500 fine.

Oasis & Art, Heated Pool, Beach & Mini Golf.
House in Miami, Sleeps 12 Heated Pool/Mini Golf/Kids Playground/BBQ/Cornhole game/Small beach/mini football Ned/Hammocks. Peace, nature, fun and more you will find in our house. The house is decorated with unique original art. Don't miss out on this newly remodeled cozy home, an ideal retreat for a peaceful and rejuvenating vacation. With a spacious living room, dining area, and a fully equipped kitchen, this house has everything you need. Nestled in a secure and tranquil neighborhood.

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport
Discover the magic of Miami at our stunning 4BR/3BA modern retreat in vibrant Little Havana’s west side! This spacious, open-concept home sleeps up to 11 and features a sleek living room, fully stocked kitchen with stainless steel appliances, dinnerware, wine/shot glasses, cookware, tabletop appliances & complimentary coffee. The highlight? A resort-style backyard with a pool, mini golf, life-size chess, cornhole, Connect Four, outdoor pool table, a covered gazebo & deluxe grill/hibachi!

Miami Sanctuary | Heated Saltwater Pool & BBQ
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

Waterfront Cozy Cottage with Boat Ramp & Dock!
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

Serenity | 12PPL | Pool | BBQ |Playground |Firepit
Welcome to Serenity Luxury Villa! - Private Pool & Patio - Playground, BBQ, Fire pit & Outside furniture - 10 min to Redlands Golf Club - 20 min to Homestead Miami Speedway - Farm attractions nearby - 13 PPL (1 KING, 2 QUEEN, 2 full, 3 twin) - WIFI & Dedicated work space - Fully equipped kitchen - Free parking - Safe neighborhood - Washer & Dryer - Kids friendly & Crib included - Beach towels - Self check in & Hosts available 24/7 Text us any questions! We would love to host you!

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.

Cudjoe Key Home with a View
We are so excited to share our little piece of paradise with you! Our unit is located a short walk away from all the amenities the Venture Out community has to offer such as a pool, hot tub, lagoon, bocce ball, tennis courts, playground and boat marina. On the property we have a 2-person hybrid kayak for your enjoyment. We also provide table games (we love a game night) as well as the equipment to play bocce ball and darts which can be played in the recreation center.

Palm Breezes! Room for Everyone on the Ocean.
This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1.. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Grill, Jacuzzi. Full WiFi. TVs in every bedroom! Travel down our private dock way to the beautiful Cudjoe Bay, hop one of the many kayaks and take a healthy paddle with your friends/family or just enjoy the breathtaking ocean view while you sit on the porch.

The Miracle Cottage & Pool on Acre Miami Florida
Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.
Popular amenities for Monroe County family-friendly rentals
Family-friendly home rentals with a hot tub

Boutique Style House Hot-Tub Mini-Golf BBQ & Games

Gorgeous 5BR • Fire Pit & Games | Pool_Hot Tub_BBQ

Guesthome w/ Heated Pool 5 mins from Miami Airport

Gorgeous Ocean View in Paradise, Close to Key West

ATLANTIS...Ocean Front Cottage Retreat!

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Breathtaking Views Studio Suite | Downtown Miami

Oceanfront 3 bed condo Ocean Edge w/ optional slip
Family- and pet-friendly home rentals

My Little Oasis2 Waterfront Retreat, Key Largo

Resort Style Pool House 5 Bed Mini-Golf Game-Room

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock

Entire private two family water front home.

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Family-friendly home rentals with a pool

Lux Waterfront: Dock, Volleyball, Putt Putt, More

Lake Of Dreams Miami House - The Perfect Place

Serenity Oasis~Pool!~Putt-Putt!~Kayaks~Bikes~Spa

Glow Villa | 4K Cinema • Heated Pool & Spa • Lake

Family Oasis: Pool, Spa, Sauna + Kids Play Area

Escape to Miami/Heather+Pool/9pl/BBQ/pool table.

Luxury Stunning Pool | Games| 13 PP+TOP Location

El Encanto | Private pool & tropical tiki
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Coral Castle
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Theater of the Sea
- Ernest F. Coe Visitor Center
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Monkey Jungle
- Founder's Park
- History Of Diving Museum
- Homestead Bayfront Park
- Calusa Campground
- Everglades Safari Park
- Conch Key
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