Vacation Rentals & Homes Upper Keys Florida - Cabins, Cottages & Condo Rentals Upper Keys Florida


Find a vacation rental home in Upper Keys Florida for your vacation. Stay at one of our rustic cabins, cozy cottages, or authentic condos in Upper Keys Florida. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our vacation rentals in Upper Keys Florida and plan your vacation today!

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Vacation Rentals Upper Keys, Florida
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  • Vacation Rentals Upper Keys Florida. Start Planning Your Vacation Today!
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    Key Largo Bayfront Home Getaway Vacation Rentals Key Largo, Florida

    Key Largo Bayfront Home Getaway

    Starting At
    US $1,575
    per Week

    Bedrooms: 3  Sleeps: 6  Bathrooms: 2  
    Vacation Rentals Key Largo, Florida - Accommodations include a master bedroom with king-size bed, two bedrooms with twin beds, and a loft with two sofas. A well-appointed kitchen allows you to stay home and eat in the spacious dining area...

    Florida Keys Vacation Getaways Vacation Rentals Big Pine Key, Florida

    Florida Keys Vacation Getaways

    Starting At
    US $1,200
    per Week

    Bedrooms: 2  Sleeps: 6  Bathrooms: 2  
    Vacation Rentals Big Pine Key, Florida - Get Memerized by the Changing tides and the beauty of the ocean. watch Tarpon rolling and Manatees feeding from the privacy of your balcony. 3 bedroom 3 bath sleeps up to 10. 75'ft concrete dock offer...

    Key Largo Bayfront Home Getaway Vacation Rentals Key Largo, Florida

    Key Largo Bayfront Home Getaway

    Starting At
    US $1,575
    per Week

    Bedrooms: 3  Sleeps: 6  Bathrooms: 2  
    Vacation Rentals Key Largo, Florida - Accommodations include a master bedroom with king-size bed, two bedrooms with twin beds, and a loft with two sofas. A well-appointed kitchen allows you to stay home and eat in the spacious dining area...

    Truman Annex Key West Vacation Rentals Key West, Florida

    Truman Annex Key West

    Starting At
    US $1,000
    per Week

    Bedrooms: 2  Sleeps: 4  Bathrooms: 1  
    Vacation Rentals Key West, Florida - Your blender is waiting at the beautiful Truman Annex “MARGARITA VILLAS”...

    Key West, Rental by Owner in Truman Annex Vacation Rentals Key West, Florida

    Key West, Rental by Owner in Truman Annex

    Contact For Rates & Specials!

    Bedrooms: 3  Sleeps: 6  Bathrooms: 3  
    Vacation Rentals Key West, Florida - Emma House can be rented in 2 ways. Emma House by itself is a 3 bedroom & 2.5 bath unit or Emma House with the Cottage creates a 4 bedroom and 3.5 bath retreat. It is deluxe unit with Tropical Keys St...

    Emma House In the Heart of Old Town + Pvt Pool ! Vacation Rentals Key West, Florida

    Emma House In the Heart of Old Town + Pvt Pool !

    Starting At
    US $2,500
    per Week

    Vacation Rentals Key West, Florida - Emma House is located in Truman Annex Community, one of the best location in KW. You can walk to everything ! Emma is 2b/2.5b unit with Private pool or rent the house and the Cottage to make it a 3b/...

    Sportsman's ParadiseVacation Rentals Cudjoe Key, Florida

    Sportsman's Paradise

    Contact For Rates & Specials!

    Bedrooms: 3  Sleeps: 6  Bathrooms: 2  
    Vacation Rentals Cudjoe Key, Florida - Our vacation rental home is a new large 3 bedroom and 2 bath home that is fully equipped and furnished. It is immaculate and it is tastefully decorated. It fully supports serious divers, fishermen, lo...

    Condo & Townhouse Rentals near Disney Theme Park Vacation Rentals Orlando, Florida

    Condo & Townhouse Rentals near Disney Theme Park

    Starting At
    US $110
    per Night


    Bedrooms: 3  Sleeps: 10  Bathrooms: 2  
    Vacation Rentals Orlando, Florida - When visting Orlando, why not stay in a home, instead of a crowded hotel room? With comparable pricing, Vista Cay and the Isles of Cay will entice you with its Tuscan themed two and three bedroom cond...

    Sunny Place - A short walk to the beach Vacation Rentals , Pompano Beach, Florida

    Sunny Place - A short walk to the beach

    Starting At
    US $125
    per Night


    Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
    Vacation Rentals , Pompano Beach, Florida - Tropical, well-maintained studio, one and two bedroom apartments are available in this one-story triplex on A-1-A, just one block to our award-winning beach with lifeguards. Miles of shoreline allow f...

    Beach Cottage, Indian Rocks Beach Vacation Rentals Indian Rocks Be, Florida

    Beach Cottage, Indian Rocks Beach

    Starting At
    US $995
    per Week


    Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
    Vacation Rentals Indian Rocks Be, Florida - Charming beachfront vacation cottages and suites with heated pool and tropical butterfly gardens. A great private getaway for Couples and Families Enjoy Kayaking on the beach and bay. Privately owne...

    Great Summer Rates Vacation Rentals St. Petersburg, Florida

    Great Summer Rates

    Starting At
    US $700
    per Week

    Bedrooms: 2  Sleeps: 6  Bathrooms: 2  
    Vacation Rentals St. Petersburg, Florida - Tropical Gated 2bdrm, kitchen, washer/dryer. Private bay beach, pools, racquetball & tennis courts! April-Aug $1800/month or $700/week. Sept-Dec $1400/month or $600/week. Jan-Mar $2400/month....



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