Best Siesta Key Vacation Rentals
Bianco Sands By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
Bianco Sands By Beachside Management Siesta Key villa offers proximity to nearby tourist spots, such as Potter Park, situated 4.9 km away.
Bianco Sands By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
Bianco Sands By Beachside Management
Bianco Sands By Beachside Management Siesta Key villa offers proximity to nearby tourist spots, such as Potter Park, situated 4.9 km away.
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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
Situated a mere 0.7 km from Jamaica Royale, the 3-bedroom Siesta Key Beach House villa is ideal for up to 6 guests. The accommodation boasts a sun deck, a picnic area, and a golf course, while the friendly Edson Keith Estate Park is nearly 10 minutes' drive away.
Siesta Key Beach House villa offers a heated pool, as well as karaoke. You can try windsurfing, canyoning, and fisheries staying here.
Siesta Key Beach House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Heated swimming pool
Siesta Key Beach House
Situated a mere 0.7 km from Jamaica Royale, the 3-bedroom Siesta Key Beach House villa is ideal for up to 6 guests. The accommodation boasts a sun deck, a picnic area, and a golf course, while the friendly Edson Keith Estate Park is nearly 10 minutes' drive away.
Siesta Key Beach House villa offers a heated pool, as well as karaoke. You can try windsurfing, canyoning, and fisheries staying here.
Crescent Beach Villas By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
Crescent Beach Villas By Beachside Management Siesta Key is located 10 minutes' drive from Siesta Beach Pavillion, giving access to various tourist spots nearby.
Crescent Beach Villas By Beachside Management
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
Crescent Beach Villas By Beachside Management
Crescent Beach Villas By Beachside Management Siesta Key is located 10 minutes' drive from Siesta Beach Pavillion, giving access to various tourist spots nearby.
Sun And Sea By Beachside Management
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
Situated about a 5-minute walk from Green Turtle Shell & Gift City, Sun And Sea By Beachside Management Siesta Key villa provides access to numerous tourist attractions in the area.
Sun And Sea By Beachside Management
- Cookware/ Kitchen utensils
- Ironing facilities
- Tea and coffee facilities
Sun And Sea By Beachside Management
Situated about a 5-minute walk from Green Turtle Shell & Gift City, Sun And Sea By Beachside Management Siesta Key villa provides access to numerous tourist attractions in the area.
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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
Situated merely a 9-minute walk from Jamaica Royale, the 2-bedroom Beautiful Property On Siesta Key villa offers guests to relax by a heated pool. The villa features opportunities for windsurfing, canyoning, and fisheries in the area, 2.5 km from Siesta Key Beach Access 7.
Beautiful Property On Siesta Key
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Heated swimming pool
Beautiful Property On Siesta Key
Situated merely a 9-minute walk from Jamaica Royale, the 2-bedroom Beautiful Property On Siesta Key villa offers guests to relax by a heated pool. The villa features opportunities for windsurfing, canyoning, and fisheries in the area, 2.5 km from Siesta Key Beach Access 7.
Siesta Villa Laughing Gull
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
The 2-bedroom Siesta Villa Laughing Gull Siesta Key hosts up to 5 guests and provides proximity to Crescent Arms, situated just 6 minutes' walk away. Located 2.4 km from Escape Room Sarasota, the villa provides Wi-Fi and parking.
Siesta Villa Laughing Gull
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Siesta Villa Laughing Gull
The 2-bedroom Siesta Villa Laughing Gull Siesta Key hosts up to 5 guests and provides proximity to Crescent Arms, situated just 6 minutes' walk away. Located 2.4 km from Escape Room Sarasota, the villa provides Wi-Fi and parking.
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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 approximately 5 minutes' walk from 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 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 approximately 5 minutes' walk from 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 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 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 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 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 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.
Private Village Home With Heated Pool & Spa With Private Front Courtyard
- Cookware/ Kitchen utensils
- Flat-screen TV
- Tea and coffee facilities
- Patio
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
- Cookware/ Kitchen utensils
- Flat-screen TV
- Tea and coffee facilities
- Patio
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 a 6-minute walk from Seaside Vacation Villas and is suitable for up to 4 guests. Located 3.1 km from Grand Canal, the 1-bedroom villa provides Wi-Fi and parking.
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 a 6-minute walk from Seaside Vacation Villas and is suitable for up to 4 guests. Located 3.1 km from Grand Canal, the 1-bedroom villa provides Wi-Fi and parking.
Three Sandy Sisters
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Golf centre
- Golf course
The 2-bedroom Three Sandy Sisters Siesta Key villa accommodates up to 6 guests and offers proximity to Jamaica Royale, located just a 7-minute walk away. The property features opportunities for fisheries in the area, 4.3 km from Sarasota Square.
Three Sandy Sisters
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Golf centre
- Golf course
Three Sandy Sisters
The 2-bedroom Three Sandy Sisters Siesta Key villa accommodates up to 6 guests and offers proximity to Jamaica Royale, located just a 7-minute walk away. The property features opportunities for fisheries in the area, 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
Siesta Key Beachside Villas Sarasota provides easy access to various city attractions, such as the co-op Gallery on Siesta Key, situated only a 5-minute walk away. Guests can enjoy cycling at the self-catering villa, located within a 2-km distance of Siesta Key Drum Circle.
There is a heated pool on site and guests can enjoy a sundeck, a picnic area, and barbecue grills.
Siesta Key Beachside Villas
- BBQ facilities
-
Car park
US$ 10 per day
- Housekeeping
- Air conditioning
- Fitness centre
- Heated swimming pool
Siesta Key Beachside Villas
Siesta Key Beachside Villas Sarasota provides easy access to various city attractions, such as the co-op Gallery on Siesta Key, situated only a 5-minute walk away. Guests can enjoy cycling at the self-catering villa, located within a 2-km distance of Siesta Key Drum Circle.
There is a heated pool on site and guests can enjoy a sundeck, a picnic area, and barbecue grills.
Pirates Pointe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Pirates Pointe Resort Ruskin villa is located around a 25-minute walk from Cockroach Bay Aquatic Preserve and invites guests to join canyoning and fisheries.
The added luxury of a terrace and a picnic area, along with a heated pool, will add to the ultimate relaxation experience. To ensure children's entertainment, Pirates Pointe Resort villa provides toys and board games.
Pirates Pointe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Pirates Pointe Resort
Pirates Pointe Resort Ruskin villa is located around a 25-minute walk from Cockroach Bay Aquatic Preserve and invites guests to join canyoning and fisheries.
The added luxury of a terrace and a picnic area, along with a heated pool, will add to the ultimate relaxation experience. To ensure children's entertainment, Pirates Pointe Resort villa provides toys and board games.
Sand Glo Villas
- Cookware/ Kitchen utensils
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Patio
The 6-room Sand Glo Villas Clearwater Beach offers easy access to such tourist spots as Smugglers Cove Adventure Golf, located nearly a 5-minute walk away. The accommodation features opportunities for canyoning and fisheries in the area, 3.9 km from Indian Rocks Historical Museum.
Sand Glo Villas
- Cookware/ Kitchen utensils
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Patio
Sand Glo Villas
The 6-room Sand Glo Villas Clearwater Beach offers easy access to such tourist spots as Smugglers Cove Adventure Golf, located nearly a 5-minute walk away. The accommodation features opportunities for canyoning and fisheries in the area, 3.9 km from Indian Rocks Historical Museum.
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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 is located an 8-minute walk from Siesta Key Beach Access 2 and offers guests to enjoy cycling. Offering a heated pool with a hot tub, this resort is nestled in the Siesta Key Village district.
The entertainment options include live performances, while leisure facilities are a sun deck and a shared lounge. Relax at a hot tub, where you can enjoy the rest in full.
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 is located an 8-minute walk from Siesta Key Beach Access 2 and offers guests to enjoy cycling. Offering a heated pool with a hot tub, this resort is nestled in the Siesta Key Village district.
The entertainment options include live performances, while leisure facilities are a sun deck and a shared lounge. Relax at a hot tub, where you can enjoy the rest in full.
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 Englewood villa is located a 25-minute walk from Peninsula at Englewood Beach and provides a year-round outdoor pool, ensuring a relaxing stay. With a maximum capacity of 5 guests, the 1-bedroom villa offers a private parking lot.
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
Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa is located a 25-minute walk from Peninsula at Englewood Beach and provides a year-round outdoor pool, ensuring a relaxing stay. With a maximum capacity of 5 guests, the 1-bedroom villa offers a private parking lot.
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 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 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 |
8.9 / 10 (83 Reviews) |
From 141$ | |
| Siesta Key Beach House |
8.4 / 10 (74 Reviews) |
From 237$ | |
| Crescent Beach Villas By Beachside Management |
8.2 / 10 (23 Reviews) |
From 253$ | |
| Sun And Sea By Beachside Management |
8.8 / 10 (26 Reviews) |
From 213$ | |
| Beautiful Property On Siesta Key |
8.3 / 10 (62 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