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Top location
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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
With the capacity to host 4 guests, the 2-bedroom Beautiful Property On Siesta Key villa is located within 4 km of such significant cultural landmarks as Gulf Gate Public Library.
The Siesta Key property invites guests to relax by a heated pool, or enjoy windsurfing, canyoning, and fisheries in the area.
Beautiful Property On Siesta Key
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Heated swimming pool
Beautiful Property On Siesta Key
With the capacity to host 4 guests, the 2-bedroom Beautiful Property On Siesta Key villa is located within 4 km of such significant cultural landmarks as Gulf Gate Public Library.
The Siesta Key property invites guests to relax by a heated pool, or enjoy windsurfing, canyoning, and fisheries in the area.
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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
Located a 20-minute walk from Siesta Key Beach, Siesta Key Beach House villa gives access to various tourist sites in the vicinity.
For a complete wellness experience, Siesta Key Beach House villa provides access to a sun deck, a picnic area, and a golf course, along with a heated pool. In this local area windsurfing, canyoning, and fisheries and other outdoor activities are available.
Siesta Key Beach House
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Heated swimming pool
Siesta Key Beach House
Located a 20-minute walk from Siesta Key Beach, Siesta Key Beach House villa gives access to various tourist sites in the vicinity.
For a complete wellness experience, Siesta Key Beach House villa provides access to a sun deck, a picnic area, and a golf course, along with a heated pool. In this local area windsurfing, canyoning, and fisheries and other outdoor activities are available.
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Great deal
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 about 25 minutes' walk from Siesta Key Beach, the 1-bedroom Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa boasts an outdoor swimming pool with a sauna. Boasting access to a terrace, the property invites guests to visit Edson Keith Estate Park, located 2.3 km 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
Located about 25 minutes' walk from Siesta Key Beach, the 1-bedroom Exclusive 5 Star Condo With Balcony On Siesta Key Sarasota County Condo 1004 villa boasts an outdoor swimming pool with a sauna. Boasting access to a terrace, the property invites guests to visit Edson Keith Estate Park, located 2.3 km away.
Private Village Home With Heated Pool & Spa With Private Front Courtyard
- Cookware/ Kitchen utensils
- Flat-screen TV
- Tea and coffee facilities
- Patio
Offering a Jacuzzi for a relaxing experience, Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is located a 25-minute walk from the Shell Beach.
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
Offering a Jacuzzi for a relaxing experience, Private Village Home With Heated Pool & Spa With Private Front Courtyard Siesta Key is located a 25-minute walk from the Shell Beach.
Village West In Heart Of Siesta
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
The 1-bedroom Village West In Heart Of Siesta Siesta Key villa offers easy access to such tourist spots as the co-op Gallery on Siesta Key, located approximately a 5-minute walk away.
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
The 1-bedroom Village West In Heart Of Siesta Siesta Key villa offers easy access to such tourist spots as the co-op Gallery on Siesta Key, located approximately a 5-minute walk away.
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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
The self-catering Siesta Key Beachside Villas Sarasota is located only 400 m from the Siesta Key Beach Access 2 and entices guests with a picnic area and barbecue grills.
Guests can swim in a swimming pool or be entertained during sport activities such as cycling when they stay at this Sarasota property.
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
The self-catering Siesta Key Beachside Villas Sarasota is located only 400 m from the Siesta Key Beach Access 2 and entices guests with a picnic area and barbecue grills.
Guests can swim in a swimming pool or be entertained during sport activities such as cycling when they stay at this Sarasota property.
Pirates Pointe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Nestled in a convenient setting, Pirates Pointe Resort Ruskin villa features an individual terrace along with a swimming pool. At this Ruskin villa, located approximately 10 minutes' drive from Hydro Harvest Farms, guests can enjoy 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
Nestled in a convenient setting, Pirates Pointe Resort Ruskin villa features an individual terrace along with a swimming pool. At this Ruskin villa, located approximately 10 minutes' drive from Hydro Harvest Farms, guests can enjoy canoeing and fishing.
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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
Situated in the Siesta Key Village district, Siesta Key Beach Resort And Suites Sarasota villa offers a heated pool with a hot tub for a truly relaxing stay.
A hot tub are recreational options 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
Situated in the Siesta Key Village district, Siesta Key Beach Resort And Suites Sarasota villa offers a heated pool with a hot tub for a truly relaxing stay.
A hot tub are recreational options onsite.
Waterfront Mermaids Retreat Charms! Pool & Bay
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
The 1-bedroom Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa is located nearly a 25-minute walk from the performing arts theater "Lemon Bay Playhouse" and invites guests to enjoy a patio. With a maximum capacity of 5 guests, the property offers private parking.
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
The 1-bedroom Waterfront Mermaids Retreat Charms! Pool & Bay Englewood villa is located nearly a 25-minute walk from the performing arts theater "Lemon Bay Playhouse" and invites guests to enjoy a patio. With a maximum capacity of 5 guests, the property offers private parking.
Waterfront "Paradise Bay" Wows Guests! Pool & Bay
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Nestled about 10 minutes by car from Englewood Beach, Waterfront "Paradise Bay" Wows Guests! Pool & Bay Englewood villa entices guests to explore various tourist destinations nearby.
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
Nestled about 10 minutes by car from Englewood Beach, Waterfront "Paradise Bay" Wows Guests! Pool & Bay Englewood villa 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
The 3-bedroom Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock Port Charlotte offers proximity to nearby tourist spots, such as Sunnybrook Alliance Church, situated approximately a 10-minute drive 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
Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock
The 3-bedroom Pet Friendly Canal Front 3-Bedroom Grand Villa With Pool, Linai And Dock Port Charlotte offers proximity to nearby tourist spots, such as Sunnybrook Alliance Church, situated approximately a 10-minute drive away.
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Beach access
An Island Getaway At Palm Tree Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf centre
- Heated swimming pool
Located within 25 minutes' walk of Manatee Public Beach, An Island Getaway At Palm Tree Villas Holmes Beach provides a heated pool with swimming pool toys. This Holmes Beach villa is located in 3.4 km from Rod and Reel Pier and features a sun deck, a picnic area, and a golf course for added enjoyment.
An Island Getaway At Palm Tree Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf centre
- Heated swimming pool
An Island Getaway At Palm Tree Villas
Located within 25 minutes' walk of Manatee Public Beach, An Island Getaway At Palm Tree Villas Holmes Beach provides a heated pool with swimming pool toys. This Holmes Beach villa is located in 3.4 km from Rod and Reel Pier and features a sun deck, a picnic area, and a golf course for added enjoyment.
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Beach access
Spacious 5Br Private Home, Heated Pool & Salt Water Spa, Minutes From Beaches
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Billiard tables
- Outdoor swimming pool
The 4-bedroom Spacious 5Br Private Home, Heated Pool & Salt Water Spa, Minutes From Beaches Bradenton offers proximity to nearby tourist spots, such as the open - air museum "Manatee Village Historical Park", situated around 7 km away. This property is suitable for up to 8 guests and offers a Jacuzzi.
Guests can keep fit with billiard and darts, and afterwards unwind by a year-round outdoor pool.
Spacious 5Br Private Home, Heated Pool & Salt Water Spa, Minutes From Beaches
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Billiard tables
- Outdoor swimming pool
Spacious 5Br Private Home, Heated Pool & Salt Water Spa, Minutes From Beaches
The 4-bedroom Spacious 5Br Private Home, Heated Pool & Salt Water Spa, Minutes From Beaches Bradenton offers proximity to nearby tourist spots, such as the open - air museum "Manatee Village Historical Park", situated around 7 km away. This property is suitable for up to 8 guests and offers a Jacuzzi.
Guests can keep fit with billiard and darts, and afterwards unwind by a year-round outdoor pool.
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Beach access
Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Heated swimming pool
Featuring an outdoor swimming pool, the 3-bedroom Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach is suitable for up to 6 people and is located nearly a 20-minute walk from Manatee Public Beach.
A sunbathing terrace and a golf course are available at Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach, while sport lovers can try cycling and ping pong.
Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Live entertainment
- Heated swimming pool
Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach
Featuring an outdoor swimming pool, the 3-bedroom Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach is suitable for up to 6 people and is located nearly a 20-minute walk from Manatee Public Beach.
A sunbathing terrace and a golf course are available at Ami/Holmes Beach - 3/2 Home - Private Heated Pool And Yard - Walk To Beach, while sport lovers can try cycling and ping pong.
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Private beach
Beachfront Bliss Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf centre
- Pool with view
Along with proximity to the oceanfront park "Indian Rocks Beach Nature Preserve", only 7 minutes' walk away, the 3-room Beachfront Bliss Villas Clearwater Beach offers opportunities for lawn tennis, badminton, and cycling in the area. Located just 1 km from Kolb Park, this 2-bedroom and 2-bathroom villa provides an outdoor swimming pool, as well as a Jacuzzi for extra relaxation.
Beachfront Bliss Villas
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Golf centre
- Pool with view
Beachfront Bliss Villas
Along with proximity to the oceanfront park "Indian Rocks Beach Nature Preserve", only 7 minutes' walk away, the 3-room Beachfront Bliss Villas Clearwater Beach offers opportunities for lawn tennis, badminton, and cycling in the area. Located just 1 km from Kolb Park, this 2-bedroom and 2-bathroom villa provides an outdoor swimming pool, as well as a Jacuzzi for extra relaxation.
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Beach access
Bay Breezes At Bayside Bungalow
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Heated swimming pool
Accommodating up to 6 guests, the 2-bedroom Bay Breezes At Bayside Bungalow Anna Maria is situated around a 5-minute ride from renowned cultural sites such as Anna Maria Island Historical Museum.
Bay Breezes At Bayside Bungalow
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Heated swimming pool
Bay Breezes At Bayside Bungalow
Accommodating up to 6 guests, the 2-bedroom Bay Breezes At Bayside Bungalow Anna Maria is situated around a 5-minute ride from renowned cultural sites such as Anna Maria Island Historical Museum.
Sarasota Resort-Like Living Near Siesta Key For 10
- Free parking
- Air conditioning
- Heating
- Outdoor swimming pool
- Garden area
Offering a location 25 minutes' walk from Livingston's Amusements, Sarasota Resort-Like Living Near Siesta Key For 10 villa gives access to various tourist spots in the area.
Sarasota Resort-Like Living Near Siesta Key For 10
- Free parking
- Air conditioning
- Heating
- Outdoor swimming pool
- Garden area
Sarasota Resort-Like Living Near Siesta Key For 10
Offering a location 25 minutes' walk from Livingston's Amusements, Sarasota Resort-Like Living Near Siesta Key For 10 villa gives access to various tourist spots in the area.
Blue Wave Villa East
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
- Patio
The 2-bedroom Blue Wave Villa East Anna Maria is located approximately a 25-minute walk from Anna Maria Island and welcomes its guests to enjoy horseback riding and fisheries.
Blue Wave Villa East
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
- Patio
Blue Wave Villa East
The 2-bedroom Blue Wave Villa East Anna Maria is located approximately a 25-minute walk from Anna Maria Island and welcomes its guests to enjoy horseback riding and fisheries.
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Private beach
Mins To Florida White Sand Beach Villa Heated Pool
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Live entertainment
- Pool with view
Located merely a 5-minute stroll from Venice-Nokomis United Methodist Church, the 3-bedroom Mins To Florida White Sand Beach Villa Heated Pool Nokomis offers a sun deck, a picnic area, and a golf course for guests' enjoyment. Featuring garden views, the property invites guests to visit Nokomis Public Beach, located approximately 2 km away.
Mins To Florida White Sand Beach Villa Heated Pool
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Live entertainment
- Pool with view
Mins To Florida White Sand Beach Villa Heated Pool
Located merely a 5-minute stroll from Venice-Nokomis United Methodist Church, the 3-bedroom Mins To Florida White Sand Beach Villa Heated Pool Nokomis offers a sun deck, a picnic area, and a golf course for guests' enjoyment. Featuring garden views, the property invites guests to visit Nokomis Public Beach, located approximately 2 km away.
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Beach access
Villa W Pool Game Room & Putting Green
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Staying at the 4-bedroom Villa W Pool Game Room & Putting Green Clearwater, guests can easily reach Sunshine Mall, located a mere 1.1 km away.
Villa W Pool Game Room & Putting Green
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Villa W Pool Game Room & Putting Green
Staying at the 4-bedroom Villa W Pool Game Room & Putting Green Clearwater, guests can easily reach Sunshine Mall, located a mere 1.1 km away.
Are you in a hurry?
Here is a quick list of hotels in Siesta Key, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Beautiful Property On Siesta Key |
8.3 / 10 (62 Reviews) |
From 200$ | |
| Siesta Key Beach House |
8.4 / 10 (74 Reviews) |
From 237$ | |
| Siesta Key Beachside Villas |
8.8 / 10 (311 Reviews) |
From 223$ | |
| Pirates Pointe Resort |
9.5 / 10 (80 Reviews) |
From 169$ | |
| Siesta Key Beach Resort And Suites |
8.8 / 10 (480 Reviews) |
From 235$ |
More accommodations in Siesta Key
Frequently Asked Questions
Which Siesta Key vacation rentals with a pool are best for families?
Siesta Key Beach House and Pirates Pointe Resort are great options for families. They both offer pools and family-friendly environments.
Book a mid-week stay to take advantage of lower rates without the weekend crowds.
What are the best Siesta Key vacation rentals with a pool near the beach?
Siesta Key Beachside Villas and Blue Wave Villa East are both within walking distance to the beach and have inviting pools. Enjoy easy beach access while relaxing by the pool.
Get to the beach early in the morning to secure a good spot and avoid parking difficulties.
Can you recommend Siesta Key vacation rentals with a hot tub?
The Private Village Home With Heated Pool & Spa offers a relaxing hot tub experience. This is perfect after a long day at the beach.
Plan to enjoy the hot tub during the cooler evenings for a more relaxing experience.
Which Siesta Key vacation rentals with a pool are pet-friendly?
Pet Friendly Canal Front 3-Bedroom Grand Villa includes both pool access and pet-friendly policies. It's an ideal choice for pet owners.
Confirm pet policies directly with the property to avoid any surprises at check-in.
What Siesta Key vacation rentals with a pool offer a great view?
Waterfront Studio With Pool On Manasota Key features a pool and scenic waterfront views. Enjoy sunset views right from your rental.
Book a room on a higher floor for the best views of the coastal sunsets.
Where can I find Siesta Key vacation rentals with a heated pool?
Ami/Holmes Beach - 3/2 Home has a private heated pool that's perfect for enjoying year-round. It is a great spot for families or groups.
Check the local temperature before your visit, as not all pools are heated year-round.
Which Siesta Key vacation rentals with a pool are ideal for romantic getaways?
Beachfront Bliss Villas provides a serene setting with a pool perfect for couples. Enjoy privacy and proximity to the beach.
Consider booking during the off-season for quieter beaches and more romantic evenings.
What are the best activities to enjoy while staying in Siesta Key?
Visit Siesta Key Beach for sunbathing, or take part in water sports like kayaking or paddleboarding. You can also explore nearby Siesta Key Village for shopping and dining.
Try to visit on a Sunday to enjoy the local drum circle at sunset, a unique community experience.
How can I get to Siesta Key from Sarasota Airport?
The easiest way is to take a taxi or rideshare service, which takes about 30 minutes. Public transportation is available but less direct.
Book your rideshare ahead of time during peak travel hours to avoid long waits.
What time of year is best to visit Siesta Key?
The best time to visit is from late fall to spring to enjoy pleasant weather. Summer can be hot and humid but is ideal for lower rates.
Plan your visit around the Siesta Key Crystal Classic, which takes place in November for a unique sand sculpting festival.