Siesta Key Beachfront Rentals

Our Siesta Key beach front vacation rentals give you immediate access to the Gulf and the pristine beaches of Siesta Key. Spend your days building sandcastles, swimming the cool waters of the Gulf, and basking under the Floridian sun. These Siesta Key beach front rentals are perfect for groups who plan to spend the majority of their time on the beach. Take a look at our beach front accommodations below or contact our team of local experts and let us help you plan a memorable Siesta Key vacation!


Properties Available 18 properties available
Spend your vacation relaxing in this lovely 3-bedroom, 2-bathroom townhome. On the ground level, you will find parking for up to 2 cars. The second level hosts a spacious living room, dining, and kitchen areas. The kitchen offers plenty of storage and stainless countertops. The living room offers space for the entire family to relax with large wind
Hot HOT 47
A Tide that Binds Us - 602
Duplex
$349 - $999 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 9 guests
Rating 5 (17)
This lovely 2 bedroom - 2 bath, Crescent Arms condo, sleeps up to 6. Positioned on the north side, on the third floor in the south tower, it has a partial view of the powder white sands and the azure waters of the Gulf. Fully furnished and decorated, this condo features a large living room, dining area and two large bedrooms. The beautiful screened
Hot HOT 32
Crescent Arms
Condo
$229 - $459 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
Experience the best Siesta Key Sunsets! Just 300 feet of powder white sand separate this unit from the crystal blue waters of the Gulf! This lovely, 2-bedroom 2-bathroom unit offers sleeping accommodations for 7. Inside, you will find a chef's kitchen with plenty of space to cook while being open to entertain guests as well. Relax on one of your pr
Hot HOT 45
Crystal Sands - 701
Condo
$299 - $799 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Stay in paradise with views of the Gulf in this 2-bedroom, 2-bathroom condo located in the Crystal Sands tower. The unit sleeps up to six and features a full chef’s kitchen with plenty of counter space and an open layout perfect for spending time with family. Relax on your private balcony, or head down to the world famous beaches of Siesta Key. Gue
Hot HOT 21
Crystal Sands - 702
Condo
$329 - $899 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Just 300 feet of powder white sand separate this unit from the crystal blue waters of the Gulf! This lovely, 2-bedroom 2-bathroom unit offers sleeping accommodations for 4. Inside, you will find a chef's kitchen with plenty of space to cook while being open to entertain guests as well. Relax on one of your private outdoor balconies or sit on the be
Hot HOT 70
Crystal Sands - 803
Condo
$329 - $899 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (6)
Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 2-bedroom 2-bathroom home is a must. Inside, this home can sleep up to 4 guests with king beds in each bedroom. This home comes equipped with a full kitchen, a dining area, and a spacious living room for you to enjoy time with your family
Hot HOT 25
Fanta-Sea 47
Townhouse
$299 - $849 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (38)
Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 5-bedroom 4-bathroom home is a must. Inside, this home is beautifully decorated and can comfortably sleep up to 14 guests. This home comes equipped with a full kitchen, a dining area, and a spacious living room for you to enjoy time with
Hot HOT 57
Fanta-Sea 49
Townhouse Pet Friendly
$599 - $2,299 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 (47)
Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 4-bedroom 4-bathroom home is a must. Inside, this home is beautifully decorated and can comfortably sleep up to 12 guests. This home comes equipped with a full kitchen, a dining area, and a spacious living room for you to enjoy time with
Hot HOT 37
Fanta-Sea 53
Townhouse Pet Friendly
$499 - $1,999 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (34)
Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 4-bedroom 4-bathroom home is a must. Inside, this home is beautifully decorated and can comfortably sleep up to 12 guests. This home comes equipped with a full kitchen, a dining area, and a spacious living room for you to enjoy time with
Hot HOT 53
Fanta-Sea 55
Townhouse Pet Friendly
$499 - $1,999 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.9 (39)
Looking for that home away from home? Gulf & Bay Club is a beautifully landscaped property on Siesta Key, perfect for those long beach getaways! Featuring 3 pools, 6 tennis courts, a fitness center, dry saunas, and private beach access. 
Gulf & Bay Club - 1 Units
$179 - $659 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Just steps away from the powder white sand separates this unit from the crystal blue waters of the Gulf! This lovely, 2-bedroom 2-bathroom unit offers sleeping accommodations for 8. Inside, you will find a beautiful kitchen with plenty of space to cook. Relax on your large balcony or sit on the beach voted #1 in the USA! The unit is located in Towe
Hot HOT 31
Jamaica Royale Beach View Tower - T32
Condo
$279 - $899 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (12)
Just 300 feet of powder white sand separate this unit from the crystal blue waters of the Gulf! This FULLY RENOVATED, 2-bedroom 2-bathroom unit offers sleeping accommodations for six. Inside, you will find a chef's kitchen with plenty of space to cook while being open to entertain guests as well. Relax on your large balcony or sit on the beach vote
Hot HOT 43
Jamaica Royale Beachfront Tower - 305
Condo
$279 - $1,029 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (17)

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