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  1. CONDOMINIUM
    Davis Woods

    Davis Woods

    Fort Myers Beach, FL

    Very cute two bedroom/one bathroom vacation rental condominium at Davis Woods community in Fort Myers. The spacious living area is open to the newly renovated kitchen that features everything you'll need to prepare meals for the month or longer...

    Pool

    $89 to $213/night

  2. HOUSE
    The Bunratty Manor Florida

    The Bunratty Manor Florida

    Rotonda West, FL

    This extra Large, 3 + den/ 2 baths, home is one of the Rotonda waterways with the pool area facing South West. Home is Located in the newer 'Pine Valley' area, A/C area = 2130 sq.ft.The pool & lanai deck area is the whole width of the home for...

    Pool
    FREE CANCELLATION

    $146 to $206/night

  3. CONDOMINIUM
    Surfside 12 C4

    Surfside 12 C4

    Sanibel, FL

    3 Bedrooms, 2 Bathrooms (Sleeps 6) Direct gulf front three bedroom top floor East End condominium. Welcome to Surfside 12, unit C4. We have completely renovated our vacation rental home down to the studs. Everything is new and very high end. From...

    Pool

    $328 to $655/night

  4. HOUSE
    Spinnaker Home #13291

    Spinnaker Home #13291

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.5 miles Distance to Tigertail Beach Entrance: 0.3 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.8 miles Marco Island is an affluent beach community with gorgeous real...

    Pool

    $251 to $664/night

  5. HOUSE
    Dill Court Home #12967

    Dill Court Home #12967

    Marco Island, FL

    Come live your dream vacation! This new four bedroomed home with three bathrooms, features southern exposure for sunshine all day. There is an electrically heated pool, Jacuzzi spa, large boat dock with lights, great for fishing. There is also a...

    Pool

    $269 to $833/night

  6. TOWNHOUSE
    Tallwood Condo #64273

    Tallwood Condo #64273

    Marco Island, FL

    Relax and unwind in this beautiful condo with views of the pool. The prime location of this property puts you minutes from the beaches of Marco Island where you will find countless activities. You're only a few steps away from renowned restaurants...

    Pool

    $99 to $188/night

  7. HOUSE
    Breakwater Home #54005

    Breakwater Home #54005

    Marco Island, FL

    From the moment you pull up to 1107 Breakwater Court, you’ll feel like you’ve been transported to a tropical island retreat. From the charming manatee mailbox to the lush landscaping and modern Florida-style architecture, this four-bedroom...

    Pool Hot Tub

    $448 to $1,166/night

  8. HOUSE
    Shenandoah Home #47311

    Shenandoah Home #47311

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 2.5 miles Distance to Tigertail Beach Entrance: 2.9 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.2 miles Welcome to Marco Island and Shenandoah Ct.! This beautiful home...

    Pool

    $260 to $538/night

  9. CONDOMINIUM
    Seaview Condo #61505

    Seaview Condo #61505

    Marco Island, FL

    This South Seas Tower unit is a stunning two-bedroom condo, high above the sandy beaches of Marco Island. This luxury unit offers 1,485 square feet of living space, including an upgraded and open kitchen, two large bathrooms and a wrap-around...

    Pool

    $179 to $546/night

  10. HOUSE
    Peach Home #62051

    Peach Home #62051

    Marco Island, FL

    Relax in an open, bright, and comfortable house with a large dock, screened-in lanai, and direct access to open water. This lovely home offers a Southern exposure so you can enjoy the sun most of the day on the dock and in the pool and spa or relax...

    Pool

    $359 to $833/night

  11. HOUSE
    Plantation Home #12955

    Plantation Home #12955

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.5 miles Distance to Tigertail Beach Entrance: 0.3 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.7 miles Leave all your cares behind. Well appointed interior decorations and...

    Pool

    $260 to $582/night

  12. HOUSE
    Bald Eagle Home #62266

    Bald Eagle Home #62266

    Marco Island, FL

    400 Bald Eagle is an impressive three-bedroom home on Marco Island with large living spaces, private, elegant bathrooms, a gourmet kitchen and a private pool and shaded lanai that you’ll have to see to believe. Outside, this waterfront home is an...

    Pool

    $232 to $556/night

  13. HOUSE
    Sycamore Home #13070

    Sycamore Home #13070

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 1.2 miles Distance to Tigertail Beach Entrance: 2.7 miles Distance to Private Residents' Beach (Monthly stay restriction): 1 mile Experience Marco Island like a local by staying a week (or two) in this...

    Pool

    $251 to $530/night

  14. HOUSE
    Rose Home #16347

    Rose Home #16347

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.7 miles Distance to Tigertail Beach Entrance: 1.9 miles Distance to Private Residents' Beach (Monthly stay restriction): 2 miles Stunning 4 bedroom 3 bath, waterfront home on Marco Island with heated...

    Pool

    $269 to $833/night

  15. CONDOMINIUM
    Seaview Condo #24950

    Seaview Condo #24950

    Marco Island, FL

    Enjoy magnificent beach views from this gorgeous beachfront two bedroom, two bath condominium located in South Seas on Marco Island. Amenities include a heated community swimming pool, tennis courts, fitness rooms, fishing docks and gated entrance....

    Pool

    $179 to $502/night

  16. HOUSE
    Swallow Home #13046

    Swallow Home #13046

    Marco Island, FL

    Only blocks to south beach from this very nice 2 bedroom/2 bathroom condo. Kitchen completely redone with granite counter tops and custom cabinets. Steps away from the pool! Wireless internet...

    Pool

    $89 to $394/night

  17. HOUSE
    Colonial Ave 364 Home

    Colonial Ave 364 Home

    Marco Island, FL

    Distance to Tigertail Beach Entrance: 0.6 miles Distance to Residents' Beach Entrance (monthly stay restriction): 1.6 miles Distance to Marco Island South Beach Entrance: 2.0 miles 364 Colonial Ave is a beautiful three bedroom home that is perfect...

    Pool

    $269 to $493/night

  18. HOUSE
    Wintergreen Home #61001

    Wintergreen Home #61001

    Marco Island, FL

    This stunning, four-bedroom home with a sparkling private pool, three elegant bathrooms, a fully furnished kitchen and two levels of luxurious living space. This modern waterfront home combines classic coastal flair with modern comforts and...

    Pool Hot Tub

    $502 to $968/night

  19. HOUSE
    San Marco Home #62849

    San Marco Home #62849

    Marco Island, FL

    For the ultimate in waterfront living, look no further than this stunning four- bedroom home on Marco Island. From luxury furniture to modern architectural and design elements, this 2,781 square foot home is the perfect addition to a dream beach...

    Pool

    $359 to $833/night

  20. HOUSE
    Bonita Home #66365

    Bonita Home #66365

    Marco Island, FL

    New Listing! Be The First To Give This Home A 5 Star Review Distance to Marco Island South Beach Entrance: 2.7 miles Distance to Tigertail Beach Entrance: 2.9 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.2 mile Special...

    Pool

    $269 to $762/night

  21. 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

  22. CONDOMINIUM
    Loggerhead Cay 332

    Loggerhead Cay 332

    Sanibel, FL

    2 Bedrooms, 2 Bathrooms (Sleeps 6) Loggerhead Cay 332 is a new unit to the Sanibel Island vacation rental market. Our two bedroom/two bathroom condominium features a spacious living area with a queen sleeper sofa, dining area and full kitchen...

    Pool Pets OK

    $119 to $341/night

  23. 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

  24. CABIN
    604 N Shore Cabin #54645

    604 N Shore Cabin #54645

    Anna Maria, FL

    604 North Shore Drive, Anna Maria FL 34216 Unit 4 Still Water". Adorable, vintage 2 bedroom cottage on Lake La Vista located at the north end of the Island . Just 250 steps to the beach and just a short stroll to historic Pine Avenue for great...

    Pets OK
    FREE CANCELLATION

    $242 to $393/night

  25. CONDOMINIUM
    Sunset Beach Condo #54455

    Sunset Beach Condo #54455

    Holmes Beach, FL

    2716 Gulf Drive, Holmes Beach, Anna Maria Island Sunset Beach Condo # 202 ... Direct gulf front 2 bedrooms, 2 bath unit with screened porches overlooking the beach. Smaller complex with lush landscaping, private pool, and covered parking. Amenities...

    Pool
    FREE CANCELLATION

    $234 to $381/night

  26. HOUSE
    Street South House #54586

    Street South House #54586

    Bradenton Beach, FL

    105 B 12th Street South, Bradenton Beach, Anna Maria Island Unit B - Front ... Lovely 2 bedroom, 1 bath unit within walking distance to both the beach and bay. Comfortably furnished with private, lushly landscaped courtyard. High speed internet,...

    Pool
    FREE CANCELLATION

    $173 to $294/night

  27. HOUSE
    Street South House #54587

    Street South House #54587

    Bradenton Beach, FL

    105 A 12th Street South, Bradenton Beach, Anna Maria Island Unit A - Back ... Lovely 2 bedroom, 1 bath unit within walking distance to both beach and bay. Comfortably furnished with private, lushly landscaped courtyard. High speed internet, nice...

    Pool
    FREE CANCELLATION

    $173 to $294/night

  28. HOUSE
    Palm Cay 9 House #54482

    Palm Cay 9 House #54482

    Holmes Beach, FL

    Holmes Beach, Anna Maria Island Palm Cay # 9 ... Updated 1 bedroom, 1 bath unit located in small complex with heated pool located west of Gulf Drive just 2 houses to the beach for easy beach access. Enjoy peeks of the beach from the balcony....

    Pool
    FREE CANCELLATION

    $139 to $294/night

  29. HOUSE
    Barefoot Villas W #54496

    Barefoot Villas W #54496

    Holmes Beach, FL

    Barefoot Villas West ... Adorable duplex located just steps to the beach. Each side has 2 bedrooms, 1 bath with open porches. Artistic decor, phone, cable, and microwave. Wonderful private outdoor shower with hot and cold water. Each side sleeps 4....

    Pets OK
    FREE CANCELLATION

    $151 to $277/night

  30. COTTAGE
    203 76Th St- Upstairs Cottage #54631

    203 76Th St- Upstairs Cottage #54631

    Holmes Beach, FL

    Lime in De Coconut - Upstairs..... Adorable, one bedroom, one bath in a 2 unit cottage. Cheery beach decor and a shared heated pool in a tropically landscaped courtyard. Flat screen TV, wireless internet access, washer & dryer, and a gas grill...

    Pool
    FREE CANCELLATION

    $173 to $329/night