Best Siesta Key Vacation Rentals
Bianco Sands By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
Situated 450 m from Crescent Beach, the welcoming Bianco Sands By Beachside Management Siesta Key villa offers guests to indulge in a plunge pool. Guests of this 9-room villa, situated in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida can also enjoy a car park on site.
Bianco Sands By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
Bianco Sands By Beachside Management
Situated 450 m from Crescent Beach, the welcoming Bianco Sands By Beachside Management Siesta Key villa offers guests to indulge in a plunge pool. Guests of this 9-room villa, situated in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida can also enjoy a car park on site.
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Private beach
Siesta Key Beach House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Heated swimming pool
The 3-bedroom Siesta Key Beach House villa accommodates up to 6 guests and offers proximity to the Jamaica Royale, located just a 9-minute walk away. This Siesta Key villa features opportunities for windsurfing, canoeing, and fishing in the area, 3.8 km from Edson Keith Estate Park.
Siesta Key Beach House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Heated swimming pool
Siesta Key Beach House
The 3-bedroom Siesta Key Beach House villa accommodates up to 6 guests and offers proximity to the Jamaica Royale, located just a 9-minute walk away. This Siesta Key villa features opportunities for windsurfing, canoeing, and fishing in the area, 3.8 km from Edson Keith Estate Park.
Crescent Beach Villas By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
During the stay at the welcoming Crescent Beach Villas By Beachside Management Siesta Key, guests can indulge in a plunge pool or visit the Siesta Key Marina, located a 14-minute walk away. Located 2.9 km from the Siesta Beach Pavillion, the 2-bathroom villa provides Wi-Fi and a car park.
Crescent Beach Villas By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
Crescent Beach Villas By Beachside Management
During the stay at the welcoming Crescent Beach Villas By Beachside Management Siesta Key, guests can indulge in a plunge pool or visit the Siesta Key Marina, located a 14-minute walk away. Located 2.9 km from the Siesta Beach Pavillion, the 2-bathroom villa provides Wi-Fi and a car park.
Sun And Sea By Beachside Management
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
Featuring guided snorkelling trips to make your visit more entertaining, Sun And Sea By Beachside Management Siesta Key villa is merely 5 minutes' walk from Green Turtle Shell & Gift City. Guests of this property, situated in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida can also enjoy a car park on site.
Sun And Sea By Beachside Management
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
Sun And Sea By Beachside Management
Featuring guided snorkelling trips to make your visit more entertaining, Sun And Sea By Beachside Management Siesta Key villa is merely 5 minutes' walk from Green Turtle Shell & Gift City. Guests of this property, situated in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida can also enjoy a car park on site.
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Private beach
Beautiful Property On Siesta Key
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Heated swimming pool
Hosting up to 4 guests, the 2-bedroom Beautiful Property On Siesta Key villa is located in a beach area, 2.5 km from the Siesta Key Beach Access 7. Guests can enjoy windsurfing, canoeing, and fishing at the villa, located 10 minutes by car from the Bee Ridge Park.
Beautiful Property On Siesta Key
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Heated swimming pool
Beautiful Property On Siesta Key
Hosting up to 4 guests, the 2-bedroom Beautiful Property On Siesta Key villa is located in a beach area, 2.5 km from the Siesta Key Beach Access 7. Guests can enjoy windsurfing, canoeing, and fishing at the villa, located 10 minutes by car from the Bee Ridge Park.
Siesta Villa Laughing Gull
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Offering a heated swimming pool, the 2-bedroom Siesta Villa Laughing Gull Siesta Key is located 500 m from the Crescent Arms and is ideal for up to 5 guests.
Siesta Villa Laughing Gull
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Siesta Villa Laughing Gull
Offering a heated swimming pool, the 2-bedroom Siesta Villa Laughing Gull Siesta Key is located 500 m from the Crescent Arms and is ideal for up to 5 guests.
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Great deal
Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Heated swimming pool
- Outdoor swimming pool
Offering a year-round outdoor pool, the 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key is situated around 5 minutes' walk from the Siesta Key Village and can accommodate up to 4 guests. Providing guests with Wi-Fi and a private parking lot, this property is 3.5 km from the Big Sarasota Pass.
Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Heated swimming pool
- Outdoor swimming pool
Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach
Offering a year-round outdoor pool, the 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key is situated around 5 minutes' walk from the Siesta Key Village and can accommodate up to 4 guests. Providing guests with Wi-Fi and a private parking lot, this property is 3.5 km from the Big Sarasota Pass.
Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities
- Valet parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Fitness centre
The 2-bedroom Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key hosts up to 4 guests and provides proximity to the Siesta Key Marina, situated just 500 metres away.
Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities
- Valet parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Fitness centre
Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities
The 2-bedroom Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key hosts up to 4 guests and provides proximity to the Siesta Key Marina, situated just 500 metres away.
Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004
- Valet parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Sauna
- Outdoor swimming pool
Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa is situated 7 minutes' walk from the Siesta Key Marina and provides a sauna for additional comfort. The 1-bedroom villa features an outdoor swimming pool and is ideal for up to 6 guests.
Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004
- Valet parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Sauna
- Outdoor swimming pool
Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004
Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa is situated 7 minutes' walk from the Siesta Key Marina and provides a sauna for additional comfort. The 1-bedroom villa features an outdoor swimming pool and is ideal for up to 6 guests.
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Private beach
Private Village Home With Heated Pool & Spa With Private Front Courtyard
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Heated swimming pool
With the capacity to host 6 guests, the 3-bedroom Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is located within 20 minutes' walk of such significant cultural landmarks as the co-op Gallery on Siesta Key. Offering a Jacuzzi, the property is approximately 6 km from the Bird Key Park.
Private Village Home With Heated Pool & Spa With Private Front Courtyard
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Heated swimming pool
Private Village Home With Heated Pool & Spa With Private Front Courtyard
With the capacity to host 6 guests, the 3-bedroom Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is located within 20 minutes' walk of such significant cultural landmarks as the co-op Gallery on Siesta Key. Offering a Jacuzzi, the property is approximately 6 km from the Bird Key Park.
Village West In Heart Of Siesta
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Featuring an outdoor swimming pool, Village West In Heart Of Siesta Siesta Key villa is located 6 minutes' walk from the Seaside Vacation Villas and is suitable for up to 4 guests.
Village West In Heart Of Siesta
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Village West In Heart Of Siesta
Featuring an outdoor swimming pool, Village West In Heart Of Siesta Siesta Key villa is located 6 minutes' walk from the Seaside Vacation Villas and is suitable for up to 4 guests.
Three Sandy Sisters
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Golf centre
Situated just 7 minutes' walk from the Jamaica Royale, the 2-bedroom Three Sandy Sisters Siesta Key villa entices guests with fishing in the area. Providing guests with Wi-Fi and private car parking, the accommodation is 4.3 km from Sarasota Square.
Three Sandy Sisters
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Golf centre
Three Sandy Sisters
Situated just 7 minutes' walk from the Jamaica Royale, the 2-bedroom Three Sandy Sisters Siesta Key villa entices guests with fishing in the area. Providing guests with Wi-Fi and private car parking, the accommodation is 4.3 km from Sarasota Square.
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Beach access
Siesta Key Beachside Villas
- BBQ facilities
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Car park
US$ 10 per day
- Housekeeping
- Air conditioning
- Fitness centre
- Heated swimming pool
Offering a picnic area and barbecue grills to ensure a memorable stay, Siesta Key Beachside Villas Sarasota is located just 400 metres from the Siesta Key Beach Access 2. The self-catering villa is about a 10-minute ride from the Shell Beach and features a private parking lot on site.
For exploring the area, bicycles are available for rent, or you can also try cycling in the surroundings.
Siesta Key Beachside Villas
- BBQ facilities
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Car park
US$ 10 per day
- Housekeeping
- Air conditioning
- Fitness centre
- Heated swimming pool
Siesta Key Beachside Villas
Offering a picnic area and barbecue grills to ensure a memorable stay, Siesta Key Beachside Villas Sarasota is located just 400 metres from the Siesta Key Beach Access 2. The self-catering villa is about a 10-minute ride from the Shell Beach and features a private parking lot on site.
For exploring the area, bicycles are available for rent, or you can also try cycling in the surroundings.
Pirates Pointe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Situated about a 25-minute walk from the Cockroach Bay Aquatic Preserve, Pirates Pointe Resort Ruskin villa entices guests to explore various tourist attractions in the area.
There is a swimming pool to relax, as well as canoeing and fishing.
Pirates Pointe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Pirates Pointe Resort
Situated about a 25-minute walk from the Cockroach Bay Aquatic Preserve, Pirates Pointe Resort Ruskin villa entices guests to explore various tourist attractions in the area.
There is a swimming pool to relax, as well as canoeing and fishing.
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Private beach
Sand Glo Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Tennis court
- Sun loungers
The 6-room Sand Glo Villas Clearwater Beach offers quick access to such tourist spots as Smugglers Cove Adventure Golf, situated nearly a 5-minute walk away.
A range of activities, such as canoeing, hiking, and fishing, is arranged on site.
Sand Glo Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Tennis court
- Sun loungers
Sand Glo Villas
The 6-room Sand Glo Villas Clearwater Beach offers quick access to such tourist spots as Smugglers Cove Adventure Golf, situated nearly a 5-minute walk away.
A range of activities, such as canoeing, hiking, and fishing, is arranged on site.
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Best-rated
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Beach access
Siesta Key Beach Resort And Suites
- Cookware/ Kitchen utensils
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Car park
US$ 10 per day
- Security
- Air conditioning
- Live entertainment
- Heated swimming pool
Siesta Key Beach Resort And Suites Sarasota villa boasts spa therapy, a shared lounge, and various recreational opportunities and enjoys its location in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida, a 6-minute walk from the Siesta Key Beach Access 2. Pampering guests with a hot tub, this resort features views of the pool and is nestled 3.1 km from the shaped Crescent Beach.
The accommodation also includes a hot tub near a swimming pool. The villa offers cycling as well as bicycles for rent. This Sarasota property offers board games and outdoor play equipment for guests' entertainment.
Siesta Key Beach Resort And Suites
- Cookware/ Kitchen utensils
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Car park
US$ 10 per day
- Security
- Air conditioning
- Live entertainment
- Heated swimming pool
Siesta Key Beach Resort And Suites
Siesta Key Beach Resort And Suites Sarasota villa boasts spa therapy, a shared lounge, and various recreational opportunities and enjoys its location in Siesta Key, which is a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida, a 6-minute walk from the Siesta Key Beach Access 2. Pampering guests with a hot tub, this resort features views of the pool and is nestled 3.1 km from the shaped Crescent Beach.
The accommodation also includes a hot tub near a swimming pool. The villa offers cycling as well as bicycles for rent. This Sarasota property offers board games and outdoor play equipment for guests' entertainment.
Waterfront Mermaids Retreat Charms! Pool & Bay
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Located a 25-minute walk from the Peninsula at Englewood Beach, Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa has a year-round outdoor swimming pool and is ideal for up to 5 guests.
Waterfront Mermaids Retreat Charms! Pool & Bay
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Waterfront Mermaids Retreat Charms! Pool & Bay
Located a 25-minute walk from the Peninsula at Englewood Beach, Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa has a year-round outdoor swimming pool and is ideal for up to 5 guests.
Waterfront "Paradise Bay" Wows Guests! Pool & Bay
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Located 25 minutes' walk from Chadwick Park at Englewood Beach, Waterfront "Paradise Bay" Wows Guests! Pool & Bay Englewood villa has a year-round outdoor swimming pool and is ideal for up to 6 guests.
Waterfront "Paradise Bay" Wows Guests! Pool & Bay
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Waterfront "Paradise Bay" Wows Guests! Pool & Bay
Located 25 minutes' walk from Chadwick Park at Englewood Beach, Waterfront "Paradise Bay" Wows Guests! Pool & Bay Englewood villa has a year-round outdoor swimming pool and is ideal for up to 6 guests.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Siesta Key, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Bianco Sands By Beachside Management |
8.8 / 10 (86 Reviews) |
From 141$ | |
| Siesta Key Beach House |
8.4 / 10 (72 Reviews) |
From 237$ | |
| Crescent Beach Villas By Beachside Management |
8.1 / 10 (25 Reviews) |
From 253$ | |
| Sun And Sea By Beachside Management |
8.8 / 10 (26 Reviews) |
From 213$ | |
| Beautiful Property On Siesta Key |
8.1 / 10 (60 Reviews) |
From 200$ |
More accommodations in Siesta Key
Frequently Asked Questions
Which vacation rentals near the beach offer the best views?
Siesta Key Beach Resort And Suites and Bianco Sands By Beachside Management offer stunning ocean views. Guests enjoy relaxing on their balconies while watching the sunset over the Gulf.
Book a beachfront unit at Bianco Sands to guarantee uninterrupted views of the ocean during your stay.
What pet-friendly rentals are available in Siesta Key?
Pirates Pointe Resort and Sand Glo Villas welcome pets. They both offer comfortable accommodations for you and your furry friends.
Check for specific pet policies at Pirates Pointe; some units may have weight restrictions for pets.
Which rentals are best for families in Siesta Key?
Siesta Key Beach House and Crescent Beach Villas By Beachside Management offer family-friendly accommodations. They feature multiple bedrooms and spacious living areas.
Choose Siesta Key Beach House for its private yard; it's great for children to play safely.
Which rentals near downtown Siesta Key are best for dining options?
Stay At Sarasota County Villa and Village West In Heart Of Siesta place you near various restaurants. Enjoy fresh seafood at nearby spots and local dining experiences.
For the best local seafood, visit the Siesta Key Oyster Bar, just a short walk from your rental.
What vacation rentals are recommended with pools?
The Waterfront Studio With Pool On Manasota Key and Pool Villa Happy Dolphin offer relaxing pool areas. They provide guests with a great space for sunbathing and swimming.
Book a time slot at the pool upon arrival to avoid busy hours, particularly during weekends.
Which rentals are ideal for a romantic getaway in Siesta Key?
Gorgeous Waterfront! Mermaid'S Retreat Wows! and Exclusive 5 Star Condo With Balcony provide cozy and romantic settings. Enjoy private balconies and nearby sunset spots.
Plan a romantic dinner at the Ophelia's on the Bay, known for its waterfront views, just a short drive away.
Which Siesta Key rentals offer extended stays?
Beautiful Property On Siesta Key and Siesta Villa Laughing Gull accommodate extended stays with full kitchens and laundry facilities. They provide comfort for longer visits.
Inquire about discounts for weekly stays, particularly during off-peak seasons like late summer.
How can I explore local attractions from my rental in Siesta Key?
Many rentals are near Siesta Key Beach and the local village, making it easy to explore. Consider renting bikes or using the free trolley service for convenience.
Head to Siesta Key Village on Sundays before 1 PM for live music and a lively atmosphere, perfect for families.
What seasonal events should I attend while in Siesta Key?
The Siesta Key Crystal Classic, held each November, features impressive sand sculptures. Springtime brings the Siesta Key Wine Festival with tastings from many wineries.
Book accommodation early for the Crystal Classic; it attracts many visitors and fills up quickly.
What is the best way to reach Siesta Key from Sarasota airport?
The easiest way is by taxi or rideshare services like Uber or Lyft, taking about 20 minutes. Alternatively, renting a car gives you flexibility to explore the area.
Choose a rental with good shuttle service for a stress-free arrival, avoiding potential wait times.
Siesta Key and related destinations