Rentals in Florida Keys
Don't know Where To Stay? Select your destination and search for discount accommodations.
If you don't see your travel destination, just type it in the box and search for hundreds of Hotels, Resorts, Motels, Homes, Villas or Condos and more!
Cheap Hotels Florida Keys
Trying to save money on your vacation? VacationPlacesToStay.com has great deals and low prices on vacation rentals & hotels, Best Price Guaranteed.
Save when you book directly online for last minute deals with 3 to 5 Star Resorts, Inns, Hotels and more!
Luxurious, peaceful beachfront condo minutes from St Augustine and Daytona Beach
Beverly Beach Condo
- 
5.0 Star Review
FLAGLER BEACH IS #3 ON TRIPADVISER 2016 LIST OF AFFORDABLE SUMMER BEACH DESTINATIONS! COME AND SEE FOR YOURSELF - YOU WONT BE DISAPPOINTED!!!Spectacular oceanfront living with views of both the Ocean and the Intracoastal . This luxury 3/3 is direct ocean front condo with access to the Intracoastal boasts custom cabinetry throughout, granite counte.......read more
3 Bedroom(s)
Sleeps 6
Condo
Private modern 2bd home, very clean, steps to beach in Ormond by the Sea
Ormond Beach Private vacation home
- 4.9 Star Review
COVID-19 Note: This home is sanitized after every stay. Our cleaning practices have always utilized disinfectants and bleach. We block 72 hours for deep cleaning in between each stay.
Beautifully updated private beach-side home with 2 bedrooms / 2 baths, sleeps 5. Surf to Sunset is located in Ormond-by-the-Sea, Florida, just north of Day.......read more
2 Bedroom(s)
Sleeps 5
Private vacation home
Hutchinson Island Secluded Seaside 2/2 Condo 2nd Floor with ocean view
Hutchinson Island Condo
- 5.0 Star Review
Newly renovated seaside 2/2 condo on the second floor with a screened porch. Steps away from a quiet beach. Walking distance to dining. Stroll the beaches to go shelling. approximate 10 minute walk to the Jetty by walking the seashore. Lots to do on the island. Walk The Jetty to a 270 degree water view, beautiful beaches, fishing, local .......read more
2 Bedroom(s)
Sleeps 6
Condo
Don't miss this gem of an island vacation home! 7 bd, pool + spa, close to beach
Bradenton Beach Private vacation home
- 4.8 Star Review
Welcome to Hidden Treasure! This gem of a luxury vacation home is a brand new construction and absolutely stunning. Located on the southern end of Anna Maria Island in Bradenton Beach. Super close to the beach, the bay water, marina, restaurants, shopping, mini-golf, and some fun nightlife all within a short walk!
Home Layout:
Main leve.......read more
7 Bedroom(s)
Sleeps 18
Private vacation home
Luxury Condo on Storey Lake Resort with Balcony, Orlando Condo 5486
Orlando Private vacation home
5 Star Villa Holidays is proud to present Orlando Condo 5486. With 2 bedrooms and 2 bathrooms, this stunning condo is located in Storey Lake and will make your stay absolutely delightful. The 2 bedrooms are decorated to perfection. The master bedroom has beautiful light tones and features a king bed and a 40-inch smart TV and ensuite bathroom. The .......read more
2 Bedroom(s)
Sleeps 7
Private vacation home
2 Bedroom Canalfront Oasis with Pool and Tiki Hut - 128 Tequesta St.
Tavernier Private vacation home
- 4.5 Star Review
The perfect vacation home! This charming 2 bedroom, 2 bath home has everything you need for the perfect Florida Keys Vacation. With dockage, a pool, and a great outdoor bar and tiki hut, you\'ll never want to leave your private oasis. You can hang out and have a drink by the pool or take out the kayaks and paddle your way to the Florida Bay. Insid.......read more
2 Bedroom(s)
Sleeps 6
Private vacation home
Spectacular and Cozy WinsorHills 5BR/5BA En-Suite Villa/Pool
Kissimmee Private vacation home
- 4.2 Star Review
★ Luxurious 5 bedroom 5 bathroom(All En-suites!!), equipped with furniture and appliance, and decorated by a professional designer.
★ Windsor Hill Resort, one of best upscale vacation home resorts. 2.5 miles away from Disney Theme Park and close to everywhere. BEST LOCATION!
★ Beautiful green view at backyard pool, No rear nei.......read more
5 Bedroom(s)
Sleeps 12
Private vacation home
1-101 Legacy Dunes, Just steps from our beach style pool, minutes from Disney!
Kissimmee Condo
- 4.9 Star Review
Legacy Dunes Resort is an award winning 4 star vacation rental home property located just 4 miles from Walt Disney World in Kissimmee, Florida. Easy access to all restaurants, shopping, theme parks, etc, yet set back off the main road in a peaceful tropical setting.
One Bedroom Condo
Ground Floor
King Size Master Bed
Sleeps up to 4 .......read more
Studio
Sleeps 4
Condo
Amazing Pool/Tiki Bar/ Duplex 1/2 Block From The Beach, Near Times Square, Pier
Fort Myers Beach Private vacation home
- 4.7 Star Review
This renovated king bedroom duplex pool home is located on a quiet street very close to all restaurants and shops of the Times Square / Pier area. With the beach only 1/2 block away you can have the best of both worlds. Enjoy the peaceful outdoor pool, Tiki Bar and BBQ some fresh fish from our local markets on your gas grill. Inside, an open con.......read more
Studio
Sleeps 5
Private vacation home
Entire Bonita Dolphin *Private Beach* House up & dn
Bonita Springs Private vacation home
- 5.0 Star Review
Directly in the sand beautiful spacious 6 bedroom beach house with huge balcony overlooking the Gulf of Mexico Elevator if needed and 2 jacuzzis on the beach, full kitchen on each floor. 3 bedrooms 2 bath upstairs. 3 bedrooms 1 bath downstairs with large separate laundry room on 1st floor Barbecues, paddleboards , kayaks , bikes, lounge chairs a.......read more
6 Bedroom(s)
Sleeps 12
Private vacation home
Cozy efficiency w/ a private balcony, shared pool, hot tubs, gym, & tennis
Miramar Beach Apartment
- 4.3 Star Review
Surfside Resort 1401A
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'
Taking it easy is the theme of this cozy efficiency located in Miramar Beach. This adorable rental is located within the Surfside Resort and makes it easy to relax and unwind .......read more
Drift On Inn - Pinnacle Port, Gulf front condo with community pool and tennis
Panama City Beach Condo
- 4.5 Star Review
Drift On Inn is the perfect spot for your next vacation. Unit 326 is located in the gated community of Pinnacle Port, borders Helen State Park and is less than 3 miles from 30A. The property features many amenities that other complex\'s don\'t or can\'t offer. Enjoy fishing, jet skiing, paddle boarding or kayaking on Lake Powell. Take advantage of .......read more
Studio
Sleeps 4
Condo
(EE2731) SANITIZED Home 5/5, Private Pool & Free Waterpark
Kissimmee Private vacation home
- 4.0 Star Review
Great Brand New Single family Home, 5 bedrooms & 5 bathrooms, 2 bedrooms downstairs, equipped kitchen, screened Private Pool & SPA + Game Room. Private parking. Newly furnished & decorated. Fully Equipped, Washer & Dryer. Internet & cable included. Close to Disney, Disney Springs, Restaurant & Shopping centers. On Osceola Pkwy near I-4. Community i.......read more
5 Bedroom(s)
Sleeps 15
Private vacation home
Great Family Vacation Home! 1631TA
Clermont Private vacation home
An elegant two story vacation home of 2153 sq.ft. featuring 3 bedrooms all with TV-s. and 3 beautifully tiled bathrooms, with contemporary high quality furnishings. The home is fully air conditioned. This home will accommodate up to 6 people.
The home has Free WiFi.
Come and enjoy this truly luxurious home!! The fully equipped, eat in kit.......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
3 bedroom designer home with golf course view
The Villages Private vacation home
- 5.0 Star Review
Beautiful spotless Designer home is perfect location to all the amenities of the villages. 3 bedroom/2bath and a 4 seater golf cart. just a short cart ride to Spanish Springs, Lake Sumter Landing, shopping and churches. Enclosed Lanai with a golf course view
Kitchen is fully equipped with dishes, appliances and plenty of dining space for an .......read more
3 Bedroom(s)
Sleeps 4
Private vacation home
NEW! Colorful Fort Myers Home w/ Sunroom & Patio!
Fort Myers Private vacation home
- 4.9 Star Review
Let your Florida daydreams become a reality when you book this retro-yet-modern 3-bedroom, 2-bathroom Fort Myers vacation rental house! This mid-century modern home is the perfect launching point for beach days on Sanibel Island, shopping sprees at the Bell Tower Shops, encounters with nature at the Six Mile Cypress Slough Preserve, and baseball wa.......read more
3 Bedroom(s)
Sleeps 7
Private vacation home
+ Cozy Waterfront Condo in Hallandale Beach +
Hallandale Beach Condo
- 4.8 Star Review
Sunny & Beautiful Hallandale Beach
Fully furnished 1/1.5 in perfect location. Gorgeous and fun tropical home decor. Spectacular views of the intercoastal from every room.
Super huge King bed, balcony with marina and pool views, fully equipped kitchen and bathroom, bath and beach towels, linens, beach chairs and beach accessories, hig.......read more
Studio
Sleeps 4
Condo
Fun Beach/Pool Home, Steps to Beach, Short Walk to Restaurants/Main Attractions!
Clearwater Private vacation home
- 4.8 Star Review
Beautiful 4 bed, 2 bath House with Private Pool, Steps to the Beach!
Welcome to our Mandalay Pool Home located on the Northside of the Island of Clearwater Beach! Perfect for a fun, relaxing family & friends\' getaway!
This tropical gem offers 4 bedrooms and 2 + 1/3 baths - comfortably accommodating up to 10 adults (with a sleeper sof.......read more
4 Bedroom(s)
Sleeps 10
Private vacation home
* Amazing Family Home in Hollywood FL
Hollywood Private vacation home
We are delighted to offer our luxurious and beautiful home for your family vacation and enjoyment. We kindly ask for 3 things: - No Smoking - No Pets - No Parties This is where me and my family spend vacations in Florida. Our home is filled with relaxation, happiness and enjoyment in a tranquil and luxurious environment. Short drive to Hollywood Be.......read more
4 Bedroom(s)
Sleeps 10
Private vacation home
Blind Pass Condo F205 on beautiful Sanibel Island
Sanibel Island Condo
- 5.0 Star Review
F205 is a Standard Unit: A Standard Unit is a clean, comfortable condominium with basic amenities.
The F Building is conveniently located between the pool and private beach access.
This townhouse unit occupies the second and third floors which provide privacy and quiet and two spacious Lanais with views of the courtyard and tennis court. .......read more
2 Bedroom(s)
Sleeps 6
Condo
Find a Great Selection of Florida Keys & Key West Vacation Rentals
We have partnered with a major provider of vacation rentals, directly through FloridaKeysPlacesToStay.com. There are many apartments to choose from, and we now have the selection and value to offer our visitors going to Florida Keys FL.
book directly online to save! Choose from rentals with Wi-Fi, Pool, Oceanview, Beachfront and other amenities we have to offer for Florida Keys