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  1. HOUSE
    Captiva Breeze

    Captiva Breeze

    Captiva, FL

    4 bedrooms each with own bath; arcade games, pool table and ping pong. Sleeps 10 You’ll lavish in the breeze of the ocean from this 4-bedroom home’s rooftop captain deck after beach walks, swimming in the private pool, dipping in the hot tub or...

    Pool

    $554 to $1,191/night

  2. HOUSE
    South Collier Private Home #47805

    South Collier Private Home #47805

    Marco Island, FL

    STUNNING and dramatically decorated Condominium in upscale beachfront complex. All the bells and whistles for Guests with this first floor unit that features a ground floor cabana room for additional entertaining space. Perfect location next to the...

    Pool
    FREE CANCELLATION

    $391 to $528/night

  3. HOUSE
    Spinnaker Home #62228

    Spinnaker Home #62228

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.4 miles Distance to Tigertail Beach Entrance: 0.2 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.7 miles Until you see this property for yourself, there truly is no way to...

    Pool

    $986 to $2,689/night

  4. HOUSE
    154 Connecticut Villa B

    154 Connecticut Villa B

    Fort Myers Beach, FL

    Town of Fort Myers Beach Registration Number 19-0087 Pulling into 154 Connecticut you will immediately know you have chosen one of the perfect vacation homes here on Fort Myers Beach. Newer built, in a residential neighborhood; you'll find this...

    Pool
    FREE CANCELLATION

    $108 to $323/night

  5. CONDOMINIUM
    Carlos Pointe 115

    Carlos Pointe 115

    Fort Myers Beach, FL

    Town of Fort Myers Beach Registration Number 19-0158 Imagine your dream beach vacation. Wake up to a gorgeous view of the Gulf of Mexico and gaze at the tranquil blue-green water and white powder sand. Welcome to the barrier island of Fort Myers...

    Pool
    FREE CANCELLATION

    $153 to $478/night

  6. CONDOMINIUM
    Carlos Pointe 135

    Carlos Pointe 135

    Fort Myers Beach, FL

    Town of Fort Myers Beach Registration Number 19-0158 Carlos Pointe 135 is more than a vacation condo it's a tropical destination within itself. A true vacation is one that leaves you feeling relaxed, refreshed, and never wanting to leave. From...

    Pool
    FREE CANCELLATION

    $125 to $401/night

  7. APARTMENT
    Tivoli by the Sea-Unit 506- Stunning view

    Tivoli by the Sea-Unit 506- Stunning view

    Siesta Key, FL

    Your Ultimate Vacation Getaway Awaits you here at Tivoli by the Sea!!! This beautifully decorated 2 bedroom, 2 bath condo has all the comforts of home with a fully stocked kitchen and a gorgeous view of the Gulf of Mexico. Sit on your 26 ft open...

    Pool

    $207 to $413/night

  8. CONDOMINIUM
    Lovers Key Beach Club #606

    Lovers Key Beach Club #606

    Fort Myers Beach, FL

    Lovely one bedroom, one bathroom condominium on back island overlooking Estero Bay. Enjoy a private beach area, BBQ, pool, and jacuzzi spa. Amenities: Full Kitchen, Refrigerator, Coffee Maker, Microwave, Toaster, Cookware, Dishwasher, Air...

    Pool

    $99 to $259/night

  9. APARTMENT
    Island House Beach Resort- Two-Bedroom Apartment

    Island House Beach Resort- Two-Bedroom Apartment

    Siesta Key, FL

    Island House Beach Resort - Siesta Key, Crescent Beach, Ground Floor unit! This unit is located at Island House Beach Resort on sunny Siesta Key. King, full, futon. It has a large living room, fully equipped kitchen, all appliances, dining area,...

    Pool
    FREE CANCELLATION

    $275 to $399/night

  10. APARTMENT
    Tivoli by the Sea-Unit 207- Beautiful View

    Tivoli by the Sea-Unit 207- Beautiful View

    Siesta Key, FL

    Your Ultimate Vacation Getaway Awaits you here at Tivoli by the Sea! This beautifully decorated 2 bedroom, 2 bath condo has all the comforts of home with a fully stocked kitchen & a gorgeous view of the Gulf of Mexico. Sit on your 26 ft open balcony...

    Pool

    $188 to $389/night

  11. APARTMENT
    Tivoli by the Sea-Unit 206- Gorgeous View

    Tivoli by the Sea-Unit 206- Gorgeous View

    Siesta Key, FL

    Your Ultimate Vacation Getaway Awaits you here at Tivoli by the Sea! This beautifully decorated 2 bedroom, 2 bath condo has all the comforts of home with a fully stocked kitchen and a gorgeous view of the Gulf of Mexico. Sit on your 26 ft open...

    Pool

    $188 to $389/night

  12. APARTMENT
    Tivoli by the Sea-Unit 404- Beautiful View of the Gulf

    Tivoli by the Sea-Unit 404- Beautiful View of the Gulf

    Siesta Key, FL

    Your Ultimate Vacation Getaway Awaits you here at Tivoli by the Sea!! This beautifully decorated 2 bedroom, 2 bath condo has all the comforts of home with a fully stocked kitchen & a gorgeous view of the Gulf of Mexico. Sit on your 26 ft open...

    Pool

    $201 to $402/night

  13. HOUSE
    043- Toes In The Sand

    043- Toes In The Sand

    Captiva, FL

    Toes In The Sand is a lovely spacious 3 bedroom, 3 bath pool home that has been beautifully designed and furnished by an interior designer. Enjoy 5 screened in porches/decks and over 1500 sq. ft. of outdoor living space. The spacious, well equipped...

    Pool

    $276 to $496/night

  14. HOUSE
    219- Latitude Adjustment

    219- Latitude Adjustment

    N Captiva, FL

    Come get your Latitude Adjustment at one of North Captiva Islands premier vacation rental homes! This fabulous 3 bedroom, 4.5 bath waterfront home sleeps up to 10 and has over 2600 square feet of living space under air and an additional 1400...

    Pool

    $565 to $1,013/night

  15. APARTMENT
    Tivoli by the Sea-Unit 504- Gorgeous unit with a gorgeous view

    Tivoli by the Sea-Unit 504- Gorgeous unit with a gorgeou...

    Siesta Key, FL

    Your Ultimate Vacation Getaway Awaits you here at Tivoli by the Sea!!! This beautifully decorated 2 bedroom, 2 bath condo has all the comforts of home with a fully stocked kitchen & a gorgeous view of the Gulf of Mexico. Sit on your 26 ft open...

    Pool

    $207 to $413/night

  16. HOUSE
    Summer Retreat

    Summer Retreat

    Bradenton Beach, FL

    Summer Retreat is an absolutely amazing, brand new (2017) custom luxury home nestled in the quiet residential area in the heart of Bradenton Beach. Offering 4 bedrooms/4.5 bathrooms. Each bedroom has a private bathroom. There is also a kids gaming...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $435 to $995/night

  17. CONDOMINIUM
    Carlos Pointe 131

    Carlos Pointe 131

    Fort Myers Beach, FL

    WEEKLY MINIMUM Rental from Saturday to Saturday in peak season (Dec - April). Welcome to this beautiful direct beach front condo with a wide sandy beach overlooking Big Carlos Pass. This tastefully decorated two bedroom, two full bath has tile and...

    Pool
    FREE CANCELLATION

    $144 to $296/night

  18. CONDOMINIUM
    Carlos Pointe PH2

    Carlos Pointe PH2

    Fort Myers Beach, FL

    WEEKLY MINIMUM Rental from Saturday to Saturday in peak season (Dec - April). Spectacular Penthouse Views! Luxurious, professionally decorated accommodations! Sitting on one of the country's best beaches! There is so much to fall in love with at...

    Pool
    FREE CANCELLATION

    $279 to $502/night

  19. CONDOMINIUM
    Carlos Pointe 231

    Carlos Pointe 231

    Fort Myers Beach , FL

    WEEKLY MINIMUM Rental from Saturday to Saturday in peak season (Dec - April). Welcome to the beach! Fabulous sunrises and sunsets await you from the lanai of this 2 bedroom, 2 bath condo at Carlos Pointe. Located on the south end of the island,...

    Pool
    FREE CANCELLATION

    $136 to $287/night

  20. CONDOMINIUM
    Carlos Pointe 415

    Carlos Pointe 415

    Fort Myers Beach, FL

    Welcome to the beach! Fabulous sunrises and sunsets await you from the lanai of this 2 bedroom, 2 bath condo at Carlos Pointe. Located on the south end of the island, this condo offers beautiful views of Lovers Key State Park and the Gulf of...

    Pool
    FREE CANCELLATION

    $153 to $251/night

  21. CONDOMINIUM
    Lovers Key Beach Club 1102

    Lovers Key Beach Club 1102

    Fort Myers Beach, FL

    WEEKLY MINIMUM Rental from Saturday to Saturday in peak season (Dec - April). Absolutely spectacular views from the 11th Floor help make this 1 bedroom, 1 bath air conditioned condo the perfect getaway! Located across from Lovers Key State Park...

    Pool Hot Tub
    FREE CANCELLATION

    $108 to $216/night

  22. CONDOMINIUM
    Carlos Pointe Unit 531

    Carlos Pointe Unit 531

    Fort Myers Beach, FL

    Welcome to our beautiful beach front 2 bedroom/ 2 bathroom condo located in the Carlos Pointe condo community. The property is located at the South-end of Fort Myers Beach. You are in walking distance of restaurants and shops. As you enter our...

    Pool

    $188 to $422/night

  23. HOUSE
    Sea Haze

    Sea Haze

    Anna Maria, FL

    Brand New Rental!   Sea Haze is a mere 212 steps to the beach and the crystalline gulf! As you take your short walk to the gulf beaches, you will take in the sights of the dense banyans, spectacular homes of Park Avenue and the tropical sea...

    Pool

    $353 to $783/night

  24. HOUSE
    Marina Towers 206

    Marina Towers 206

    Fort Myers Beach, FL

    Bay views from this second floor condominium at Marina Towers. Located on Estero Bay at the very south end of the island. Split floor plan with foyer entry, dining room, breakfast room, separate laundry room. High speed internet access included and...

    Pool
    FREE CANCELLATION

    $63 to $205/night

  25. CONDOMINIUM
    Lovers Key Beach Club 1106

    Lovers Key Beach Club 1106

    Fort Myers Beach, FL

    A romantic, secluded get-away is waiting for you at Lovers Key Beach Club 1106. This beautiful 11th floor, one bedroom, one full bath condo offers a private beach and panoramic views of Estero Bay, Lovers Key State Park and the Gulf of Mexico. The...

    Pool Pets OK
    FREE CANCELLATION

    $84 to $285/night

  26. HOUSE
    971 Java Home #65676

    971 Java Home #65676

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 1 mile Distance to Tigertail Beach Entrance: 3 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.3 miles For families who are looking for accommodations and an unbeatable location...

    Pool

    $188 to $634/night

  27. APARTMENT
    Tivoli by the Sea-Unit 201- Nicely updated!

    Tivoli by the Sea-Unit 201- Nicely updated!

    Siesta Key, FL

    Your Ultimate Vacation Getaway Awaits you here at Tivoli by the Sea! This beautifully decorated 2 bedroom, 2 bath condo has all the comforts of home with a fully stocked kitchen and a gorgeous view of the Gulf of Mexico. Sit on your 26 ft open...

    Pool

    $188 to $389/night

  28. APARTMENT
    Tivoli by the Sea-Unit 307- Recently Updated

    Tivoli by the Sea-Unit 307- Recently Updated

    Siesta Key, FL

    Your Ultimate Vacation Getaway Awaits you here at Tivoli by the Sea! This beautifully decorated 2 bedroom, 2 bath condo has all the comforts of home with a fully stocked kitchen & a gorgeous view of the Gulf of Mexico. Sit on your 26ft open balcony...

    Pool

    $188 to $389/night

  29. CONDOMINIUM
    Tivoli by the Sea-Unit 407- Gorgeous View of the Gulf

    Tivoli by the Sea-Unit 407- Gorgeous View of the Gulf

    Siesta Key, FL

    Your Ultimate Vacation Getaway Awaits you here at Tivoli by the Sea!! This beautifully decorated 2 bedroom, 2 bath condo has all the comforts of home with a fully stocked kitchen & a gorgeous view of the Gulf of Mexico. Sit on your 26 ft open...

    Pool

    $201 to $402/night

  30. VILLA
    Island House Beach Resort- Two Bedroom Villa

    Island House Beach Resort- Two Bedroom Villa

    Siesta Key, FL

    Island House Beach Resort - Siesta Key Florida - Crescent Beach. It has a large living area, dining area, full kitchen, all appliances, screened lanai. Central heat/ac, 3 tvs. Free Wi-Fi in unit! It has a king, 2 twins. this villa is just steps to...

    Pool
    FREE CANCELLATION

    $215 to $312/night