Vacation Rentals


Properties Available 93 properties available
This peaceful bayfront one-bedroom unit offers a tranquil retreat with beautiful water views and stunning sunset scenery. Ideal for couples or guests seeking a quieter setting, this unit provides the best of both bay and beach living. The separate bedroom and living area create a comfortable layout for extended stays, while the full kitchen offers
Hot HOT 14
Tradewinds Unit #TW22
Pet Friendly
$1,764.00 - $2,457.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Unit 161A – 1-Bedroom | 1-Bath Deluxe Condo | Sleeps 4 Welcome to your island escape! Unit #161A is a comfortable one-bedroom, one-bath deluxe vacation condominium offering expanded living space, upgraded features, and the comforts of home for a relaxing Anna Maria Island getaway. Thoughtfully designed for couples, small families, or friends trave
Tortuga Unit #161A
$2,047.50 - $2,425.50 / per week
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
The deluxe north unit offers upgraded furnishings and additional space, providing a more comfortable and refined beachfront experience. Ideal for guests looking for extra room and convenience, this unit is well-suited for longer stays. With a full kitchen and expanded living area, guests can enjoy the flexibility of dining in while still being just
Hot HOT 16
Tradewinds Unit #TW16
Pet Friendly
$1,638.00 - $2,331.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Unit 162A – 1-Bedroom | 1-Bath Condo | Sleeps 4 Welcome to your island escape! Unit #162A is an inviting one-bedroom, one-bath vacation condominium offering comfort, convenience, and a relaxed coastal atmosphere for your Anna Maria Island getaway. Individually owned and thoughtfully decorated with charming coastal touches, this comfortable retreat
Tortuga Unit #162A
Pet Friendly
$1,890.00 - $2,268.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
The deluxe north unit offers upgraded furnishings and additional space, providing a more comfortable and refined beachfront experience. Ideal for guests looking for extra room and convenience, this unit is well-suited for longer stays. With a full kitchen and expanded living area, guests can enjoy the flexibility of dining in while still being just
Hot HOT 12
Tradewinds Unit #TW17
$1,638.00 - $2,331.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (1)
Unit #245A – Second-Floor Coastal Studio | Studio/1BA | Sleeps 2 Let your island getaway rise above the ordinary! Unit #245A is a bright and comfortable second-floor studio offering a relaxed home base for couples or solo travelers seeking a carefree Anna Maria Island escape. With an open living space, full kitchen, and convenient location near th
Hot HOT 17
Tortuga Unit #245A
Pet Friendly
$1,323.00 - $1,701.00 / per week
Bathrooms 1 baths
Guests 2 guests
Unit 135A – Ground-Floor Coastal Studio | Studio/1BA | Sleeps 2 Settle into island time at Unit 135A! This comfortable ground-floor studio combines convenience and relaxed coastal charm, making it a wonderful choice for couples or solo travelers looking for an easygoing Florida getaway. With a King bed, full kitchen, semi-private courtyard, and co
Hot HOT 10
Tortuga Unit #135A
Pet Friendly
$1,449.00 - $1,827.00 / per week
Bathrooms 1 baths
Guests 2 guests
Unit 126 – Ground Floor | 2BR/1BA | Sleeps 6 Welcome to your perfect family-friendly island oasis! Unit 126 is a comfortable ground-floor two-bedroom, one-bathroom retreat offering easy access, a functional layout, and a relaxing coastal atmosphere. With a private outdoor space, updated amenities, and a convenient location near the pool and beach,
Tortuga Unit #126
Pet Friendly
$2,079.00 - $2,457.00 / per week
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Unit 168A – 1-Bedroom | 1-Bath Condo | Sleeps 4 Welcome to your island escape! Unit #168A is an inviting one-bedroom, one-bath vacation condominium offering comfort, convenience, and a relaxed coastal atmosphere for your Anna Maria Island getaway. Individually owned and thoughtfully decorated with charming coastal touches, this comfortable retreat
Tortuga Unit #168A
Pet Friendly
$1,890.00 - $2,268.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Unit 169 – 2-Bedroom | 2-Bath Standard Condo | Sleeps 6 Welcome to your island escape! Unit #169 is a comfortable two-bedroom, two-bath vacation condominium offering the space, convenience, and relaxed coastal atmosphere you want for a memorable Anna Maria Island getaway. Individually owned and thoughtfully decorated with charming coastal touches,
Hot HOT 14
Tortuga Unit #169
$2,205.00 - $2,583.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Unit 164A – 1-Bedroom | 1-Bath Deluxe Partial View Condo | Sleeps 4 Welcome to one of Tortuga Inn\'s most sought-after accommodations! Unit #164A is a spacious one-bedroom, one-bath deluxe vacation condominium offering expanded living space, upgraded features, and beautiful views of Sarasota Bay. Designed for guests who appreciate a little extra,
Tortuga Unit #164A
Pet Friendly
$2,205.00 - $2,583.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Unit 264 – 2-Bedroom | 2-Bath Deluxe Partial View Corner Condo | Sleeps 6 Welcome to one of Tortuga Inn\'s most desirable accommodations! Unit #264 is a sought-after corner two-bedroom, two-bath deluxe vacation condominium offering expanded living space, upgraded features, and beautiful views of Sarasota Bay. Its coveted corner location provides a
Tortuga Unit #264
Pet Friendly
$2,520.00 - $2,898.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4 (1)

Tell us what you're looking for and someone will contact you with available options.

I agree