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450 Vacation Rentals

Polynesian Village 12, Studio, Beach View, Sleeps 4

Studio, Sleeps 4, Starting at $71/Daily

Very Cute Key West style condo with a caribbean feel! Remodeled 2nd floor unit with large open porch in front shared by all the units. Stone's throw to the sand from this most affordable unit. Located within walking distance to Town Pier, Shopping, Dining and much more! Polynesian...

Gulf and Bay Club 102B, Beach Front, 2 Bedrooms, Ground Floor, Sleeps 4

2 Bedrooms, Sleeps 6, Starting at $125/Daily

Love sunsets? How about white sand, plush beds, a choice of three pools, swans ... and a little shuffleboard? If this sounds like a month or more of paradise, you’ll immediately love life at Siesta Key Gulf and Bay Club #102B. Book now for a stay of 28 or more days. This ground floor...

Egret Beach House, 2 Bedrooms, Private Heated Pool, Canal, Sleeps 6

2 Bedrooms, Sleeps 6, Starting at $115/Daily

Across the street from Gulf beaches with a boat dock of its own, Egret Beach House is a dream destination for those who love the water. Step out your sliding glass doors to a huge lanai with heated swimming pool and hot tub. Vacation doesn’t get better than this! Come through the...

Primo Pool Home Lower, 2 Bedrooms, Pool, Sleeps 6

2 Bedrooms, Sleeps 6, Starting at $128/Daily

Situated conveniently for the attractions of Fort Myers, whether that is the laid back beach life or the ambiance of Times Square, Primo Pool lower Level is part of an amazing duplex. Bringing 2 bedrooms, one with a King Sized bed, one with 2 Queen Sized, a beautiful garden, and view...

Beach Hideaway Upper Level, 2 Bedrooms, 2 Blocks from Beach, WiFi, Sleeps 5

2 Bedrooms, Sleeps 5, Starting at $136/Daily

Located just two blocks from the beautiful white sand beaches found mid-island in Fort Myers Beach, Beach Hideaway Upper consists of the upper level of this two-story vacation home. There’s plenty of parking out front for you and all your guests. Beach Hideaway Upper is a two-bedroom...

Bayview Cottage, 2 Bedrooms, Canal Front, WiFi, Sleeps 6

2 Bedrooms, Sleeps 6, Starting at $129/Daily

As its name indicates, Bayview Cottage offers a beautiful view of the bay to the east of Fort Myers Beach. What’s more, this charming 2-bedroom cottage is located directly on a wide canal, and it’s just a few minutes’ walk from the sugary white beaches and the Gulf of Mexico to the...

Bay Star #1, 2 Bedrooms, Bay Front, Walk to a Beach, WiFi, Sleeps 4

2 Bedrooms, Sleeps 4, Starting at $136/Daily

Located on the bay in a quiet part of the island of Fort Myers Beach, Bay Star 1 is an ideal headquarters for your vacation in Southwest Florida. Best of all, the entire unit has been newly remodeled. Please note, there is a 1-week minimum stay. Bay Star is a two-bedroom / two bathroom...

Riviera Club 803, 2 Bedrooms, Ocean Front, Elevator, Heated Pool, Sleeps 6

2 Bedrooms, Sleeps 6, Starting at $122/Daily

With a lanai that overlooks the sugary sands and turquoise waters of the Gulf of Mexico, Riviera Club 803 is an ideal vacation headquarters in the quiet and highly desirable southern part of Fort Myers Beach. Riviera Club 803 is a two-bedroom / two bathroom air-conditioned condo...

Santa Maria II 105, 2 Bedrooms, Heated Pool, Hot Tub, Sleeps 6

2 Bedrooms, Sleeps 6, Starting at $114/Daily

A 2-bedroom condo on the quiet southern end of Fort Myers Beach, Santa Maria II 105 is ideal for anyone who loves living near the water. Not only does the condo overlook a canal that leads to Estero Bay, but it’s also just a few minutes’ walk to the beach and the Gulf of Mexico—and...

Gulf Retreat, 2 Bedrooms, Gulf Side Cottage, Sleeps 4

2 Bedrooms, Sleeps 4, Starting at $136/Daily

Who says you can’t have it all? When you stay at our 2-bedroom house Gulf Retreat on the northern end of Fort Myers Beach, you merely step away from one of the nation’s most beautiful beaches and from a hub of restaurants, bars, and live entertainment. Swim, surf, and sail all day...

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