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190 Vacation Rentals

Gulf and Bay Club 108D, 2 Bedroom, Beach Front, Ground Floor, Sleeps 4

2 Bedrooms, Sleeps 4, Starting at $108/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 #108D. Book now for a stay of 28 or more days. This ground floor...

Villa Del Mar 403, 2 Bedrooms, Gulf Front, Elevator, Heated Pool, Sleeps 4

2 Bedrooms, Sleeps 4, Starting at $114/Daily

Enjoy unobstructed views of the Gulf of Mexico from the oversized balcony, living room and master bedroom! Villa Del Mar 403 delivers on everything you want in a dream Florida getaway. Located mid-island, Villa Del Mar 403 is conveniently close to everything you want to do in Fort...

Bella Lago 132, 2 Bedrooms, Elevator, Heated Pool, Tennis, Gym, Sleeps 4

2 Bedrooms, Sleeps 4, Starting at $114/Daily

Beautiful furnishings. A heated pool, a hot tub, and a fully equipped fitness center. Gorgeous grounds including a lake. The beach and the Gulf of Mexico only a 5-minute walk away. What’s not to love about Bella Lago 132? A second floor, 2-bedroom, 2-bathroom condo, Bella Lago 132...

Carlos Pointe 212, 2 Bedrooms, Heated Pool, Gulf Front, Elevator, Sleeps 4

2 Bedrooms, Sleeps 4, Starting at $100/Daily

A vacation in Southwest Florida is all about sun, sand and the magnificent Gulf coast. You get them all in abundance when you make Carlos Pointe 212 your vacation headquarters in Fort Myers Beach. Look out your sliding glass doors directly onto sugar sand beaches and the turquoise...

Tropical Shores 2, Upper Floor 2 Bedrooms, Heated Pool

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

When you make Tropical Shores 2 upper floor unit with a heated pool for your Fort Myers Beach vacation, you’re sure to create happy family memories that will last a lifetime. Located directly across the street from the beach, you’ll love kicking back, cool beverage in hand, to watch...

Tropical Shores 3, Ground Floor, 2 Bedrooms, Heated Pool

2 Bedrooms, Sleeps 4, Starting at $125/Daily

When you make Tropical Shores 3 ground floor unit with a heated pool for your Fort Myers Beach vacation, you’re sure to create happy family memories that will last a lifetime. Located directly across the street from the beach, you’ll love kicking back, cool beverage in hand, to watch...

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

2 Bedrooms, Sleeps 4, Starting at $171/Daily

Who says you can’t have it all? When you stay at our 2-bedroom house Gulf Beauty on the northern end of Fort Myers Beach, you 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, then eat...

Gulf and Bay Club 409B, 2 Bedrooms, Beach Front, Heated Pools, Sleeps 4

2 Bedrooms, Sleeps 4, Starting at $108/Daily

Perfect for guests looking for a rental of one month or longer, your time spent at Siesta Key Gulf & Bay Club #409 is guaranteed bliss. Confirmed to be the “Best Sand Beach in America” by the Travel Channel, Siesta Key’s residents and renters alike know they’ve got a very good...

Vacation Villas 235, 2 Bedroom, Gulf Front, Elevator, Heated Pool, Sleeps 4

2 Bedrooms, Sleeps 4, Starting at $143/Daily

Located near the north end of the Fort Myers Beach island, Vacation Villas 235 has not one, but two lanais for your enjoyment. One lanai overlooks the Gulf of Mexico and the other provides a lovely view of Bowditch Point Park, the Bay and the Gulf. Vacation Villas 235 is a two-bedroom...

Sand Caper 604, Heated Pool, 2 Bedrooms, Gulf Front, Elevator, Sleeps 4

2 Bedrooms, Sleeps 4, Starting at $122/Daily

Step out on our 6th-floor lanai with a magnificent view of the water in a condo complex that is located beachside right beside the lush beauty of the nature preserve. Such are the many pleasures built into Sand Caper 604 in Fort Myers Beach. Please Note: 2-week minimum stay, Saturday...

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