Family Friendly in Florida

Resort Life at Esplanade Lakewood Ranch - Monthly Stays
South West FL > Bradenton
Condo , Bedroom(s): 2 , Sleeps: 6
2 bed/ 2 bath condo at Esplanade Lakewood Ranch - Golf Community
From $2,000 /Month
Cozy Cabana West
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 2 , Sleeps: 6
2Bed/2Bath, Private Heated Pool!
From $170 /Night
AMI Waterfront Bradenton Beach Condo w Pool!
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Watch sunrise over the bay and walk across the street to enjoy the beach. Restaurants, bars and shopping all within walking distance!
From $890 /Week
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 4
LUXURY CONDO 2 Bed 2 Bath * SEE SUNSET FROM LANAI * WALK TO SHOPS/RESTAURANTS
From $171 /Night
Key Colony Vacation Rental by Owner from $800 week
Florida Keys > Marathon Area > Key Colony Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Tads Place is a 2 bed 2 bath vacation rental here in Key Colony Beach.
From $800 /Week
Tropical Paradise
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 2 , Sleeps: 6
House, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 8)
From $400 /Night
❤️ Make Your Memories The Best They Can Be ❤️
OFFER
❤️ Make Your Memories The Best They Can Be ❤️
Central FL, Orlando Area, Disney > Kissimmee
House , Bedroom(s): 5 , Sleeps: 12
Terrific location right on Disney's doorstep, Animal Kingdom just 4 miles! Super family friendly, loaded with extras and upgrades. 100% 4 & 5 star review record
From $275 /Night
❤️ Relaxing Haven Minutes to Disney ❤️ Gated Guarded Resort ❤️
OFFER
❤️ Relaxing Haven Minutes to Disney ❤️ Gated Guarded Resort ❤️
Central FL, Orlando Area, Disney > Kissimmee
House , Bedroom(s): 3 , Sleeps: 7
3 bedrooms 2 bathrooms, 2 living areas, private sun deck in a peaceful gated community just 5 miles to Disney. Lots of upgrades.
From $175 /Night
St. Croix - Florida Keys Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Ramrod Key
House , Bedroom(s): 2 , Sleeps: 4
This Ramrod Key rental is a great spot for your next Florida Keys vacation!This vacation rental is a monthly rental and must be rented for 28 days or greater.
From $2,900 /Month
2203 Ave C Bradenton Beach on Anna Maria Island
OFFER
2203 Ave C Bradenton Beach on Anna Maria Island
South West FL > Anna Maria Island > Bradenton Beach
Townhouse , Bedroom(s): 4 , Sleeps: 10
4 Bdrm, 3 Bath, Private Heated Saltwater Pool, Private Elevator, Sleeps 10! SUPER CLEAN!, STEPS TO BEACH, WALK TO SHOPS/RESTAURANTS/NIGHT SPOTS!
From $364 /Night

OFFER Check our site throughout the year for last-minute deals.

Special offer period: Jan 1, 2020 - Dec 17, 2020

Summerland Beach-Boat Lift 120' of seawall for your large or small boat
Florida Keys > Lower Keys Area > Summerland Key
House , Bedroom(s): 4 , Sleeps: 8
4 Bedroom, 4 1/2 Bath Pool Home With Boatlift and 120' of Seawall for Large or Small Boats
From $13,000 /Month
Bernie's Bungalow- Florida Keys Waterfront Monthly Rental
Florida Keys > Lower Keys Area > Big Pine Key
House , Bedroom(s): 2 , Sleeps: 4
Come stay at this charming tropical style bungalow. This rental is a monthly rental only! Snowbirds Welcome!
From $3,400 /Month
Regal Palms Resort & Spa-Premium home walking distance to pool,clubhouse,golf & free wifi
Central FL, Orlando Area, Disney > Davenport
Townhouse , Bedroom(s): 4 , Sleeps: 9
Tuscany style fully equipped home-(largest home in resort)close to the clubhouse/spa/water park/golf only 5 miles to the Orlando attractions.
From $99 /Night
Windsor Hills Resort Private Pool Home 6BR4BA
OFFER
Windsor Hills Resort Private Pool Home 6BR4BA
Central FL, Orlando Area, Disney > Kissimmee
House , Bedroom(s): 6 , Sleeps: 14
Safe booking during covid-19! 6 bedroom Orlando private pool home rentals, Kissimmee Florida 1.5 mile to Disney World in Windsor Hills Resort. GROUPS WELCOME!
From $249 /Night

OFFER Travel Protection Coverage Protects Your Stay and Investment!!

Special offer period: Jun 1, 2020 - Dec 18, 2020

Breeze Swept - Florida Keys Monthly Rental By Owner - Pet Friendly
Florida Keys > Lower Keys Area > Big Pine Key
House , Bedroom(s): 3 , Sleeps: 6
Magnificent open water views in this beautiful 3 Bedroom, 2 bath home on Big Pine Key! This rental is a monthly rental only!
From $6,200 /Month
5 Pirates Hideaway Canal Front Home wPrivate Pool and Seawall for your boat
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3 , Sleeps: 8
House 3 Bed/3 bath (Sleeps 6-8 people)
From $200 /Night
Bay Pointe- Florida Keys Monthly Vacation Rental
Florida Keys > Lower Keys Area > Sugarloaf Key
House , Bedroom(s): 3 , Sleeps: 6
Tropical seclusion and privacy at its very best. This rental is a monthly vacation rental only!
From $4,600 /Month
❤️Create Magical Memories ❤️3 Bed 3 Bath with Peaceful Lake View ❤️
OFFER
❤️Create Magical Memories ❤️3 Bed 3 Bath with Peaceful Lake View ❤️
Central FL, Orlando Area, Disney > Kissimmee
House , Bedroom(s): 3 , Sleeps: 8
3 Bedroom, 3 Bathroom home loaded with amenities, peaceful lake view, restaurants within walking distance and easy access to all theme parks..
From $175 /Night
Beautiful Luxury 4 BR2 BA Beach House
Southeast FL > Pompano Beach
House , Bedroom(s): 4 , Sleeps: 8
Beautiful Luxury 4 BR, 2 BA Beach House in Pompano Beach
From $197 /Night
Breezy Palms - Florida Keys Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3
Enjoy all the best the Keys have to offer at this super special Little Torch vacation rental home. This home is a monthly rental only!
From $4,800 /Month
Margarita Villa - Little Torch Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
Villa , Bedroom(s): 3 , Sleeps: 6
Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you’ll find some of the best deep water boating in the Lower Keys!
From $4,500 /Month
Buccaneer Boathouse - Florida Keys Monthly Rental
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 2 , Sleeps: 4
Pack your floral shirts, swimming gear and sandals and come on down to Little Torch Key in the beautiful Florida Keys! Monthly rental.
From $3,400 /Month
Palm Villa- Little Torch Key Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
Villa , Bedroom(s): 3 , Sleeps: 6
This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything! This rental is a monthly rental.
From $6,100 /Month
Blue Palms Retreat Vacation Rental
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 9
3 bed/2 bath Ocean Front Home with Heated Pool
From $457 /Night
Egret's Landing - Affordable Cudjoe Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 6
Just off Cudjoe Bay, you're only a short distance from fabulous Looe Key, one of the best diving and snorkeling sites in the Lower Florida Keys! Monthly rental
From $3,700 /Month