Vacation Rentals in Florida Keys & Key West

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Rentals in Florida Keys

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5th-Floor Penthouse Condo w/Balcony, Shared Pools, Hot Tub, Grills, & Gym

Kissimmee Condo - 5.0 5.0 Star Review

Kissimmee\'s Penthouse

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Boasting a sprawling 1,700 square feet of comfort and style, this family-friendly, three-bedroom condo is simply the best answer when it comes to \'what\'s the greatest vacat.......read more

3 Bedroom(s)
Sleeps 8
Condo

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Coastal Retreat w/Private Pool-Steps from Beach- Gulf View- RESORT LISTING

Captiva Private vacation home

This beautifully decorated beachside home offers 4 bedrooms and 4.5 bathrooms. With an open floor plan decorated with a Coastal Contemporary flair, this is a perfect private retreat ideal for a getaway with family and friends alike. Steps from the beach with its own private pool and several different screened lanais, allow for entertaining or enjoy.......read more

4 Bedroom(s)
Sleeps 10
Private vacation home

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Beautiful home in quiet neighborhood - close to everything

Oldsmar Private vacation home - 5.0 5.0 Star Review

The upstairs of this lovely Oldsmar home is 2 bdrm/1 bath (sleeps 4). Great layout with big decks outside. Queen bedroom has ceiling fan, large closet and room darkening curtains. Second bedroom has a twin size daybed that converts to a king size bed. Large comfortable sectional in living room with 55" flat screen with Roku (no cable). High speed F.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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Happy Cape 16

Cape Coral Villa - 4.0 4.0 Star Review

The highlights of this beautiful holiday villa include the top location in the southwest, quiet and directly on the canal, the beautiful outdoor area with heated pool, spa, tiki hut, palm trees and boat dock, as well as the consistently bright and modern rooms.

With 3 bedrooms (1x King, 2x Queen) and 2 bathrooms, the villa offers enough spac.......read more

3 Bedroom(s)
Sleeps 6
Villa

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Heron 609 ~~ Beautiful Ocean and Bay Views!

Fort Walton Beach Condo - 4.66667 4.7 Star Review

Heron 609 has been furnished down to the smallest detail for your vacation experience. This 3 bedroom 2 bath condominium is a large end unit (1974 sq. ft. total area) with extra windows. The wrap around terrace is very large and roomy for evening meals or coffee in the morning as you overlook the unobstructed views of the bay, lazy river, and Gulf .......read more

3 Bedroom(s)
Sleeps 10
Condo

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Wonderful World Mansion 14 Beds 14.5 Baths

Kissimmee Private vacation home - 4.88889 4.9 Star Review


Hope Rise Properties, LLC that brought you the amazing Global-themed and Hollywood-themed villas is proud to introduce its newest addition: The Wonderful World vacation home! This unique home is among the most sought-after vacation/gateway homes in the area.

***PLEASE NOTE RATES ARE LOWER DUE TO ONGOING CONSTRUCTION IN THE AREA, AS THI.......read more

14 Bedroom(s)
Private vacation home

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** Beautiful Home in Rosemary Beach - Pet Friendly ** Optional Carriage House **

Panama City Beach Private vacation home - 4.45946 4.5 Star Review

This lovely, romantic, French-Style Home is located in one of Florida’s exclusive communities. Rosemary Beach is known for its pristine coastline and incredible amenities. This property features an optional Carriage House with a full kitchen, eat in area, large bath, TV, king size bed plus 2 twin beds. Entire property is professionally decorated .......read more

4 Bedroom(s)
Sleeps 13
Private vacation home

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Cute coastal 1 bedroom - 1st floor unit

Clearwater Condo - 5.0 5.0 Star Review

Cute 1 bedroom in the heart of Clearwater near lots of shopping and restaurants but just 6 miles from the beach. Monthly rental only.

New appliances and furniture.
Application process through condo association must be approved for safety.
No pets allowed.
Pool and laundry 75 feet from condo.
Pet free community.......read more

Studio
Sleeps 4
Condo

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#303 A Luxury Resort at Little Harbor With Dolphins and Fishing Just Steps Away

Ruskin Apartment - 4.68085 4.7 Star Review

This is an island -style getaway...
Completely refurbished. Privately owned, and privately managed.
Great waterfront view to wake up to. There are 2 pools, one heated, both overlooking the water. The beach, restaurants and tiki bar just steps away. Sit on the private patio and watch dolphins, just steps away from fishing out the front door or.......read more


In the heart of the theme park destination - Minutes from Disney

Orlando Hotel resort

In the heart of a favorite vacation and theme park destination is Marriott\'s Grande Vista. Spacious studio units have a kitchenette, and one-, two-, and three-bedroom villas feature fully equipped kitchens, separate living and dining areas, washers and dryers, private balconies, and Wi-Fi. There are four separate pool complexes and a quiet lake of.......read more

2 Bedroom(s)
Sleeps 6
Hotel resort

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FREE GOLF EACH DAY! Just Steps to the Beach! | Pool Beach & Fun!

Panama City Beach Condo - 4.33333 4.3 Star Review

Endless Summer Resort condo rental E18 in Panama City Beach, FL by Panhandle Getaways is the perfect place for your next beach vacation. Endless Summer Resort is located across the street from the beach and a literal 2 minute walk you will be on the beach with your feet in the sand. FREE ROUND OF GOLF EACH DAY OF YOUR STAY AND MORE!

BONUS! F.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Estero Beach & Tennis 805A,1 Bedroom, Sleeps 4, Heated Pool, Elevator

Fort Myers Beach Condo - 3.6875 3.7 Star Review

Who doesn’t adore a penthouse view? From the balcony of Estero Beach & Tennis 805A you’ll have just that: unobstructed views of the white-sand beach, the sparkling Gulf of Mexico, and the unending sky. And when you’re not relishing the fiery sunsets over the gulf, drink in hand, you can be out on the waters, swimming, fishing, parasailing, or paddl.......read more

Studio
Sleeps 4
Condo

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Beachfront/Self Check In-Out/Wifi/Pool/Spa/Free PrkngHigh/Cleanliness Standards

Indian Rocks Beach Condo - 4.22222 4.2 Star Review

Our Condo at The Reef has been completely remodeled, professionally decorated and fully equipped with linens and kitchen utensils also replaced mattresses as of March 2019 . The building is resort style and it is great for families and couples, full of amenities!! pool and spa, tennis court, separate volley ball area, Grilling and picnic area, beac.......read more

3 Bedroom(s)
Sleeps 7
Condo

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NOW WITH FREE BEACH SERVICE!!! Updated Gulf Front Property

Destin Condo

STARTING IN 2022 ***COMPLIMENTARY BEACH SERVICE (2 chairs and 1 umbrella) set out each day March 1 through October 31***($230 VALUE)

Destin on the Gulf Condominiums are nestled directly on the sugar white beaches of Destin, the ideal destination for you next vacation. All units are gorgeously decorated and appointed with the comforts of home.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Special amenities (such as hot tub or deck)

Jacksonville Apartment

Due to business in Europe, I am looking to rent my apartment for a 3 to 5 month stay. Availability opens on December 1, 2021. It\'s a great option for anyone doing business in the area or needing a short term place to stay in!
This centrally-located rental is cozy and has all the essentials you\'d need. Close to many businesses, 5 minutes to: St.......read more

2 Bedroom(s)
Sleeps 4
Apartment

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Stay & Play at the Beach! Large Gulf-Front Balcony – Free Seasonal Beach Service

Fort Walton Beach Condo - 5.0 5.0 Star Review

HIGHLIGHTS:
-Beachfront Condo
-Complimentary Beach Service in Season
-Free Wi-Fi
-Community Amenities

DETAILS:
Looking for a place to unwind and relax at the beach? Surf Dweller #408 is the place for you. This two-bedroom condo enjoys some of the best views of Okaloosa Island from an oversized balcony, accessible from both the.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Absolutely Perfect! Reel Vacation Villa w/Pool, Dock, Close to Beach w/Extras!

Marathon Villa - 4.93878 4.9 Star Review

This stunning home on the Intracoastal Waterway is loaded with amenities including a private pool and patio with boat dockage, a large balcony and a spacious, updated interior that can accommodate up to 10 guests. A perfect rental home for you and your family or friends with all of the amenities needed for a relaxing vacation. This home that has al.......read more

4 Bedroom(s)
Sleeps 10
Villa

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Amazing Stay! 3 Great Units w/ Kitchen, Pool, Restaurant & Bar, Parking!

Hollywood Hotel

Come for the beach and stay for the comfortable and convenient amenities of this chic oceanfront property! When you aren’t relaxing on the sand or exploring the local area, this is the perfect place to call home. The condo-style property offers a rooftop pool overlooking the ocean, along with a coffee house, bar, and fitness center. Guests will als.......read more

3 Bedroom(s)
Sleeps 6
Hotel

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William and Marly's Place!

Pembroke Pines Guest house

Nice guest suite with all the amenities. Perfect for two people, completely private with WiFi, TV, Refrigerator, one full bath, and one parking spot available. Enjoy our beautiful sunset by the lake.
Close to the Pembroke Gardens, Pembroke Lakes Mall, Sawgrass Mall, and Hard Rock Stadium, and many restaurant options within 1 mile away. About 25 .......read more

Studio
Sleeps 2
Guest house

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Beautiful Villa - Edgewater Beach & Golf Resort - AUGUST OPENINGS & DISCOUNTS

Panama City Beach Condo - 5.0 5.0 Star Review

Your perfect golf and beach vacation is here at Edgewater Resort. The best of Panama City Beach is right here in this gorgeous 2 Bedroom, 2 Full Bath condominium that looks right over the golf course. The owners just completed a entire remodel, and this unit has everything you need for a relaxing vacation. The Master Bedroom has a King bed and en s.......read more

2 Bedroom(s)
Sleeps 8
Condo

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Find a Great Selection of Florida Keys & Key West Vacation Rentals

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