Siesta Key Luxury Vacation Rentals
Bianco Sands By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
Nestled merely an 11-minute walk from Siesta Key Marina, the 9-room Bianco Sands By Beachside Management Siesta Key villa entices guests to explore various tourist destinations nearby.
Bianco Sands By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
Bianco Sands By Beachside Management
Nestled merely an 11-minute walk from Siesta Key Marina, the 9-room Bianco Sands By Beachside Management Siesta Key villa entices guests to explore various tourist destinations nearby.
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Private beach
Siesta Key Beach House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf course
- Heated swimming pool
The 3-bedroom Siesta Key Beach House villa hosts up to 6 guests and provides proximity to Jamaica Royale, situated merely 0.7 km away. Providing a year-round outdoor pool, this Siesta Key villa also offers windsurfing, canyoning, and fisheries for active guests.
Here, guests will be able to enjoy a sunbathing terrace, a picnic area, and a golf course, as well as entertain themselves with karaoke.
Siesta Key Beach House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf course
- Heated swimming pool
Siesta Key Beach House
The 3-bedroom Siesta Key Beach House villa hosts up to 6 guests and provides proximity to Jamaica Royale, situated merely 0.7 km away. Providing a year-round outdoor pool, this Siesta Key villa also offers windsurfing, canyoning, and fisheries for active guests.
Here, guests will be able to enjoy a sunbathing terrace, a picnic area, and a golf course, as well as entertain themselves with karaoke.
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Private beach
Beautiful Property On Siesta Key
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Heated swimming pool
Located a mere 9 minutes' walk from Jamaica Royale, the 2-bedroom Beautiful Property On Siesta Key villa features an outdoor swimming pool and can accommodate up to 4 guests.
Windsurfing, canyoning, and fisheries can be arranged in the area.
Beautiful Property On Siesta Key
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Heated swimming pool
Beautiful Property On Siesta Key
Located a mere 9 minutes' walk from Jamaica Royale, the 2-bedroom Beautiful Property On Siesta Key villa features an outdoor swimming pool and can accommodate up to 4 guests.
Windsurfing, canyoning, and fisheries can be arranged in the area.
Cheap Vacation Rentals in Siesta Key Florida
Crescent Beach Villas By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
Situated 19 minutes' walk from the shaped Crescent Beach, the 2-room Crescent Beach Villas By Beachside Management Siesta Key entices guests to explore various tourist attractions in the area.
Crescent Beach Villas By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
Crescent Beach Villas By Beachside Management
Situated 19 minutes' walk from the shaped Crescent Beach, the 2-room Crescent Beach Villas By Beachside Management Siesta Key entices guests to explore various tourist attractions in the area.
Siesta Villa Laughing Gull
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Situated approximately 25 minutes' walk from Siesta Beach Pavillion, the 2-bedroom Siesta Villa Laughing Gull Siesta Key provides access to numerous tourist attractions in the area. With a maximum capacity of 5 guests, the property offers a car park.
Siesta Villa Laughing Gull
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Siesta Villa Laughing Gull
Situated approximately 25 minutes' walk from Siesta Beach Pavillion, the 2-bedroom Siesta Villa Laughing Gull Siesta Key provides access to numerous tourist attractions in the area. With a maximum capacity of 5 guests, the property offers a car park.
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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
The 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key hosts up to 4 guests and provides proximity to Siesta Key Village, situated only a 5-minute walk away.
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
The 2-bedroom Pool Villa Happy Dolphin 10 Min Walk To Siesta Beach Siesta Key hosts up to 4 guests and provides proximity to Siesta Key Village, situated only a 5-minute walk away.
Pet Friendly Vacation Rentals Siesta Key
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 Siesta Key accommodates up to 4 guests and offers proximity to Siesta Key Marina, located a 7-minute walk 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
Stay At Sarasota County Villa 1005: Gulf Views Resort Amenities Siesta Key accommodates up to 4 guests and offers proximity to Siesta Key Marina, located a 7-minute walk 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
Located just a 7-minute walk from Siesta Key Marina, the 1-bedroom Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa is suitable for 6 guests and provides a sauna for a truly relaxing stay.
This property has a terrace to relax on after a busy day, along with an outdoor swimming pool.
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
Located just a 7-minute walk from Siesta Key Marina, the 1-bedroom Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa is suitable for 6 guests and provides a sauna for a truly relaxing stay.
This property has a terrace to relax on after a busy day, along with an outdoor swimming pool.
Private Village Home With Heated Pool & Spa With Private Front Courtyard
- Cookware/ Kitchen utensils
- Flat-screen TV
- Tea and coffee facilities
- Patio
Accommodating up to 6 guests, the 3-bedroom Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is situated only 1.8 km from renowned cultural sites such as the co-op Gallery on Siesta Key. Featuring a Jacuzzi, this Siesta Key villa is approximately a 10-minute drive from the Nora Patterson Bay Island Park.
Private Village Home With Heated Pool & Spa With Private Front Courtyard
- Cookware/ Kitchen utensils
- Flat-screen TV
- Tea and coffee facilities
- Patio
Private Village Home With Heated Pool & Spa With Private Front Courtyard
Accommodating up to 6 guests, the 3-bedroom Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is situated only 1.8 km from renowned cultural sites such as the co-op Gallery on Siesta Key. Featuring a Jacuzzi, this Siesta Key villa is approximately a 10-minute drive from the Nora Patterson Bay Island Park.
Siesta Key Vacation Rentals Oceanfront
Village West In Heart Of Siesta
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Up to 4 guests can stay at the 1-bedroom Village West In Heart Of Siesta Siesta Key villa and enjoy Siesta Key Craft Festival Museum, located around 5 minutes' walk away. Providing guests with Wi-Fi and a car park, the villa is 4.2 km from Lido Key Sandy Beach.
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
Up to 4 guests can stay at the 1-bedroom Village West In Heart Of Siesta Siesta Key villa and enjoy Siesta Key Craft Festival Museum, located around 5 minutes' walk away. Providing guests with Wi-Fi and a car park, the villa is 4.2 km from Lido Key Sandy Beach.
Three Sandy Sisters
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Golf course
- Spa centre
Staying at the 2-bedroom Three Sandy Sisters Siesta Key villa, guests can easily reach Siesta Key Beach, located nearly a 20-minute walk away. Suitable for 6 guests, this Siesta Key villa offers fisheries to diversify guests' leisure.
Three Sandy Sisters
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Golf course
- Spa centre
Three Sandy Sisters
Staying at the 2-bedroom Three Sandy Sisters Siesta Key villa, guests can easily reach Siesta Key Beach, located nearly a 20-minute walk away. Suitable for 6 guests, this Siesta Key villa offers fisheries to diversify guests' leisure.
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Private beach
Sand Glo Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Tennis court
- Sun loungers
Offering a location within 20 minutes' walk of the Seaside Seabird Sanctuary, the 6-room Sand Glo Villas Clearwater Beach gives access to various tourist spots in the area.
Canoeing, hiking, and fishing can be arranged upon request.
Sand Glo Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Tennis court
- Sun loungers
Sand Glo Villas
Offering a location within 20 minutes' walk of the Seaside Seabird Sanctuary, the 6-room Sand Glo Villas Clearwater Beach gives access to various tourist spots in the area.
Canoeing, hiking, and fishing can be arranged upon request.
Siesta Key Vacation Rentals with Private Pool
Pirates Pointe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Situated nearly a 25-minute walk from E G Simmons Park, Pirates Pointe Resort Ruskin villa offers guests to enjoy a terrace and a picnic area. Providing guests with Wi-Fi and private car parking, this accommodation is around 5 km from Ott's Off Leash Dog Sanctuary Park.
Spend the day enjoying canyoning and fisheries, as well as an outdoor swimming pool.
Pirates Pointe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Pirates Pointe Resort
Situated nearly a 25-minute walk from E G Simmons Park, Pirates Pointe Resort Ruskin villa offers guests to enjoy a terrace and a picnic area. Providing guests with Wi-Fi and private car parking, this accommodation is around 5 km from Ott's Off Leash Dog Sanctuary Park.
Spend the day enjoying canyoning and fisheries, as well as an outdoor swimming pool.
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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
Offering a hot tub, Siesta Key Beach Resort And Suites Sarasota villa is located about a 20-minute walk from Siesta Key Beach. Nestled in the Siesta Key Village district, the resort offers live performances to diversify guests' leisure.
For a complete wellness experience, Siesta Key Beach Resort And Suites villa provides access to a sun deck and a shared lounge, along with a heated pool. Bicycles for hire are available at this Sarasota accommodation, while cycling can also be arranged onsite.
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
Offering a hot tub, Siesta Key Beach Resort And Suites Sarasota villa is located about a 20-minute walk from Siesta Key Beach. Nestled in the Siesta Key Village district, the resort offers live performances to diversify guests' leisure.
For a complete wellness experience, Siesta Key Beach Resort And Suites villa provides access to a sun deck and a shared lounge, along with a heated pool. Bicycles for hire are available at this Sarasota accommodation, while cycling can also be arranged onsite.
Waterfront Mermaids Retreat Charms! Pool & Bay
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Offering spa therapy and a patio for guests' leisure, the 1-bedroom Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa is situated about a 25-minute walk from Peninsula at Englewood Beach.
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
Offering spa therapy and a patio for guests' leisure, the 1-bedroom Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa is situated about a 25-minute walk from Peninsula at Englewood Beach.
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 Englewood villa offers proximity to nearby tourist spots, such as Chadwick Park at Englewood Beach, situated about 25 minutes' walk away.
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
Waterfront "Paradise Bay" Wows Guests! Pool & Bay Englewood villa offers proximity to nearby tourist spots, such as Chadwick Park at Englewood Beach, situated about 25 minutes' walk away.
Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Outdoor swimming pool
Nestled approximately 10 minutes by car from Sunnybrook Alliance Church, the 3-bedroom Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock Port Charlotte entices guests to explore various tourist destinations nearby.
Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Outdoor swimming pool
Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock
Nestled approximately 10 minutes by car from Sunnybrook Alliance Church, the 3-bedroom Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock Port Charlotte entices guests to explore various tourist destinations nearby.
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 |
8.9 / 10 (82 Reviews) |
From 141$ | |
| Siesta Key Beach House |
8.4 / 10 (73 Reviews) |
From 237$ | |
| Beautiful Property On Siesta Key |
8.3 / 10 (63 Reviews) |
From 200$ | |
| Crescent Beach Villas By Beachside Management |
8.2 / 10 (23 Reviews) |
From 253$ | |
| Siesta Villa Laughing Gull |
7.5 / 10 (2 Reviews) |
From 493$ |
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