New Properties
67 properties available
The Midnight Turtle by Siesta Key Luxury Rental PropertiesWelcome to The Midnight Turtle, a beautifully refreshed four-bedroom, three-bath vacation rental tucked inside the exclusive Tortoise Estates community on South Siesta Key. This spacious coastal retreat offers private deeded beach access, a sparkling private pool, screened balconies, and ple
The Midnight Turtle
House
3
bedrooms
3
baths
8
guests
Peppertree Paradise #507 by Tropical Sands Accommodations Minimum stay duration 30 nights Welcome to Peppertree Paradise #507, a bright and stylish two-bedroom, two-bath condo located in the sought after Peppertree Bay community on beautiful Siesta Key. This charming home is infused with vibrant artwork, colorful accents, and coastal charm, offer
Peppertree Paradise #507
Condo
2
bedrooms
2
baths
6
guests
Villa Sand Dollar by Anna Maria VacationsWelcome to Villa Sand Dollar, a charming three-bedroom, two and a half bath Holmes Beach vacation rental just a 2-minute walk to the sugar white sands of Holmes Beach on Anna Maria Island This inviting coastal townhouse retreat offers a private pool, spacious outdoor living, and easy access to the Holmes Bea
Villa Sand Dollar
Townhouse
3
bedrooms
2
baths
1
Half baths
6
guests
Crab Shack Anna Maria VacationsTownhome in Holmes Beach, Florida Welcome to Crab Shack, a charming two bedroom, two and a half bathroom Holmes Beach retreat just two blocks from the white sand shores of Manatee Beach. This cozy, modest island home offers a private heated pool, beach essentials, and easy walkability to the Holmes Beach Towne Center,
Crab Shack
Townhouse
2
bedrooms
2
baths
1
Half baths
6
guests
4.5
(4)
Island Bay House Unit A by Anna Maria VacationsWelcome to Island Bay House Unit A, a three-bedroom, two-bath waterfront duplex vacation rental in Holmes Beach. Located on the third floor of a unique two-unit property, this private rental offers beautiful waterfront surroundings, a shared enclosed indoor pool, and an approximately seven-minute walk
Island Bay House A
Duplex
3
bedrooms
2
baths
6
guests
5
(2)
Sister’s Paradise by AMI Locals Escape to Sister’s Paradise, a bright and beautifully appointed two-bedroom, two-bath condo in Bradenton, just over a mile from Anna Maria Island. Ideal for families, couples, and small groups, this coastal retreat features an open concept interior, a spacious furnished balcony, a fully equipped kitchen, and comforta
Sister's Paradise
House
2
bedrooms
2
baths
6
guests
4.5
(2)
Palm Breeze by Anna Maria VacationsWelcome to Palm Breeze, a charming three-bedroom, two-bathroom Holmes Beach vacation rental perfectly located just moments from the beautiful Gulf beaches of Anna Maria Island. This inviting coastal retreat offers a relaxed island atmosphere with comfortable living spaces, a bright interior, and a fun game room co
Palm Breeze
Condo
3
bedrooms
2
baths
6
guests
4.5
(2)
Welcome to Midnight Breeze by Exclusive Vacations, a modern coastal luxury home located just one block from the Gulf in Holmes Beach. This four-bedroom, four and a half-bath retreat features a rooftop deck with outdoor kitchen and putting green, theater room, game room, resort style pool and spa, and elevator, all within a short walk or bike ride t
Midnight Breeze
House
4
bedrooms
4
baths
1
Half baths
8
guests
4.8
(6)
The Coastal Nest by Tropical Sands AccommodationsWelcome to The Coastal Nest, an upscale three-bedroom, two-bath vacation home tucked away in a quiet residential neighborhood of Sarasota. Designed for comfort and longer stays, this inviting retreat offers a relaxed coastal atmosphere, thoughtful amenities, and a convenient island location ideal for
The Coastal Nest
House
3
bedrooms
2
baths
6
guests
4
(1)
Sun N Sea #2 by Siesta Key Luxury Rental PropertiesWelcome to Sun N Sea #2 by Siesta Key Luxury Rental Properties, a beautifully refreshed two-bedroom, one-bath duplex located just steps from the powder soft quartz sands of world-famous Siesta Key Beach. Nestled in the heart of South Siesta Key Village, this charming coastal retreat offers private
Sun N Sea #2
Duplex
2
bedrooms
1
baths
4
guests
4.8
(8)
Gulf and Bay Club Unit E701 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club Unit E701, a beautiful 2-bedroom, 2-bath condo located within the premier Gulf and Bay Club community on Siesta Key. Perfect for extended stays, this 28-night minimum rental combines the comforts of home with resort-style amenities, all just steps from the awar
Gulf and Bay Club- E701
Condo
2
bedrooms
2
baths
4
guests
5
(1)
Lido Beach Oasis by Tropical Sands AccommodationsWelcome to Lido Beach Oasis, a charming two-bedroom, two-bathroom Lido Key vacation rental perfectly positioned just moments from the pristine shores of Lido Beach and the vibrant shops and restaurants of St. Armands Circle. This inviting coastal retreat offers a relaxed and comfortable setting ideal
Lido Beach Oasis
Condo
2
bedrooms
2
baths
4
guests
5
(1)
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