Siesta Key Villas with private pool

Anej Cehun
2 months ago

Going to Siesta Key?

Name of hotel Accommodation Rating Price, $
Crescent Arms Condominiums

9.5 / 10

(8 Reviews)

From 305$
Sea Club II By Beachside Management

8.0 / 10

(37 Reviews)

From 133$
Wild Lime Cottage

8.4 / 10

(5 Reviews)

From 309$
The Hummingbird By Beachside Management

7.9 / 10

(51 Reviews)

From 167$
Ocean Blue By Beachside Management Villa

6.2 / 10

(1 Reviews)

From 986$

A vacation is a time to relax and escape the everyday routine, and there’s no better way to do that than by staying in a villa with a private pool. Whether you’re looking for a romantic getaway or a family-friendly holiday, Siesta Key offers a range of villas to suit all needs.

The villas with private pools on Siesta Key are the perfect way to enjoy your vacation. With all the amenities of a hotel combined with the privacy and relaxation of your own pool, these villas are perfect for any type of traveler.

No matter what time of year you’re looking to travel, Siesta Key has a villa with a private pool that will fit your needs. With beaches, restaurants, and shops all close by, you’ll have everything you need right at your fingertips.

So, why choose a villa with a private pool when traveling to Siesta Key? The answer is simple – because nothing beats the relaxation and convenience of your own pool.

Table of contents

Crescent Arms Condominiums Sea Club II By Beachside Management Wild Lime Cottage The Hummingbird By Beachside Management Villas in Siesta Key with Private Pool Classic Siesta Key Beachfront Home Gorgeous Renovated Moonmist With Courtyard Villa Ocean Blue By Beachside Management Villa Holiday Villas in Siesta Key with Private Pool Siesta Key Bay View Villa Bay Oaks - 6157 #E01 Villa Wild Coffee Villa

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9.5
Excellent
8 Reviews

Crescent Arms Condominiums

📍 6312 Midnight Pass Rd. Unit Number 603 S

From 305$

If You’re Looking For A Cheap Villas in Siesta Key with Private Pool, Then You Must Check Out Crescent Arms Condominiums

Crescent Arms Condominiums offers a beachfront accommodation, 4.2 km from Turtle Beach. Air conditioner, a dining area and ironing facilities as well as a kitchen with dishwasher, tea/coffee making equipment and kitchenware are featured in this venue.

Located in Siesta Key district of Siesta Key, it is a 24-minute drive from Sarasota Bradenton International airport. Siesta Key Marina is just about 10 minutes’ walk away. Within 450 metres from the villa, Spearfish Grill and The Orange Octopus serve a wide selection of meals. This property lies in vicinity of Crescent Arms.

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8
Very good
37 Reviews

Sea Club II By Beachside Management

📍 5955 Midnight Pass Road

From 133$

Is Another One Of The Best Family Villas in Siesta Key with Private Pool For Couples

A 20-minute stroll from Sea Club II By Beachside Management Villa takes guests to Siesta Key Village, while Siesta Key Beach is a 16-minute walk away. It includes Wi-Fi in the business centre along with a free carpark, an outdoor swimming pool and a golf course on-site.

Set in Siesta Key district, the venue is located 10 minutes' walk from the centre of Siesta Key. It is 10 minutes’ walk from the beach. The nearest beach is 900 metres away from this accommodation. Jamaica Royale and Siesta Harbour Condominium Apt Harbor are available within a few steps.

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8.4
Very good
5 Reviews

Wild Lime Cottage

📍 1105 Point Of Rocks Rd

From 309$

A Great Choice If You’re Looking Cheap Villas in Siesta Key with Private Pool For The Ultimate Romantic Getaway

Wild Lime Cottage is located a 10-minute drive to Turtle Beach and overlooks the garden. A flat-screen TV with satellite channels, a coffee machine and a seating area are included in the rooms of this accommodation.

The venue is 30 minutes' walk from Siesta Key city centre. Green Turtle Shell & Gift City is at a 0.4-km distance. Toasted Mango Cafe pampers guests with American dishes and lies within 300 metres of the property. Popular points of interest close to Wild Lime Cottage include Siesta Key Marina.

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Villas in Siesta Key with Private Pool

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7.9
Very good
51 Reviews

The Hummingbird By Beachside Management

📍 5251 Calle Menorca

From 167$

If You’re Looking For A Great Villas in Siesta Key for Rent with Private Pool, Check Out The Hummingbird By Beachside Management

Situated in Siesta Key district, The Hummingbird By Beachside Management provides free self-parking, an outdoor swimming pool and a patio at 0.5 km from Public Beach Access 10. The venue offers rooms with a flat-screen TV with satellite channels, tea/coffee making equipment and ironing facilities.

The accommodation is 15 minutes' walk from Siesta Key city centre. Seaside Vacation Villas is only a 10-minute walk away. Gidget's Coastal Provisions can be found 200 metres from here. The Hummingbird By Beachside Management is set a few minutes' drive from the upscale Saint Armands Circle Outdoor Mall.

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Classic Siesta Key Beachfront Home

📍 552 Beach Road
Is Another One Of The Best Cheap Villas in Siesta Key with Private Pool For Couples

A 20-minute stroll from Classic Beachfront Siesta Key Home takes guests to Jamaica Royale, while Siesta Key Beach is a 10-minute walk away. This venue offers a cable flat-screen and entertainment activities.

The accommodation is 15 minutes' walk from the centre of Siesta Key. It is 5 minutes’ walk from the beach. The closest beach is 400 metres away. This villa is nestled near Public Beach Access 10.

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Hotels in Siesta Key

Airport nearby ✈️ Lakeland Linder Regional, Charlotte County, St. Pete-Clearwater International, Sarasota Bradenton International, Tampa International
Average Price 💰 498$
Hotels in Siesta Key 🏨 398
Hotel Reviews ⭐ 228
Landmarks nearby 📍 Siesta Key, The Gallery on Siesta Key, Ted Sperling Park, St. Boniface Episcopal Church Labyrinth, Christopher Wheeler Park
Hotel with balcony 🌤️ Crescent Arms Condominiums
Best reviews Hotel ❤️ Sea Club II By Beachside Management
Top Hotel for couples 💑 Wild Lime Cottage

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Gorgeous Renovated Moonmist With Courtyard Villa

From 198$

Is Another One Of The Best Vacation Villas with Private Pool in Siesta Key For Couples

Gorgeous Renovated Moonmist With Courtyard Villa features accommodation with a free car park and an outdoor swimming pool and is nestled 4.6 km from Turtle Beach. Siesta Key Marina is 1.1 km away and Sarasota Bradenton International airport is 20 km from the venue.

This property is placed in a residential area, a few steps from the shaped Crescent Beach. The city centre of Siesta Key is 2 km away. It is 10 minutes’ walk from the beach. Another plus point is that Gorgeous Renovated Moonmist With Courtyard Villa is adjacent to Siesta Harbour Condominium Apt Harbor.

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Holiday Villas in Siesta Key with Private Pool

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6.2
Good
1 Reviews

Ocean Blue By Beachside Management Villa

📍 113 Beach Road, 34242, Siesta Key, Us

From 986$

A Great Choice If You’re Looking Luxury Villas in Siesta Key with Private Pool For The Ultimate Romantic Getaway

Ocean Blue By Beachside Management Villa offers rooms with sea views in proximity of Siesta Key Beach Access 2. Featuring a multi-channel TV, a dining area and a seating area, the venue also has an equipped kitchen with dishwasher, coffee & tea making facilities and refrigerator.

The accommodation is 6 km from the upscale Saint Armands Circle Outdoor Mall and 1.8 km from Siesta Key Beach. It takes 20 minutes on foot to reach Siesta Key city centre. The bar The Hub Baja Grill is around 350 metres away. You can get to Sarasota Square in a few minutes by car.

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8.1
Very good
55 Reviews

Siesta Key Bay View Villa

📍 1232 Derby Lane

From 270$

If You’re Looking For A Best Villas in Bali with Private Pool, Then You Must Check Out Siesta Key Bay View

Featuring a free private carpark, an outdoor swimming pool and karaoke, Siesta Key/ Derby Bay Villa offers accommodation in Siesta Key district of Siesta Key. Siesta Key Beach Access 2 is 3.6 km from this while Siesta Beach Pavillion is only 1.4 km away.

The venue is located within 1 km of the city centre. It is close to a beach. It is 10 minutes’ walk from the beach. The shaped Crescent Beach and Siesta Harbour Condominium Apt Harbor are available within a few steps.

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6.3
Good
26 Reviews

Bay Oaks - 6157 #E01 Villa

📍 6157 Midnight Pass Road

From 150$

Of All The Resorts in Siesta Key with Private Pool Villas, Bay Oaks - 6157 #E01 Is Further Away From The City Center

Bay Oaks - 6157 # E01 Villa is set 500 metres from Crescent Beach and offers such comforts as complimentary parking and an outdoor swimming pool. Siesta Key Beach is 5 minutes' drive from the venue.

The accommodation is 2 km from the centre of Siesta Key and in vicinity of the shaped Crescent Beach. It is 10 minutes’ walk from the beach. You can easily get to Escape Room Sarasota which is 1.7 km away. Bay Oaks - 6157 # E01 Villa is set a few minutes' drive from Turtle Beach.

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Cheap Villas in Siesta Key with Private Pool

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6.3
Good
9 Reviews

Wild Coffee Villa

📍 1105 Point Of Rocks Rd

From 279$

If You’re Looking For A Luxury Villas in Siesta Key with Private Pool, Then You Must Check Out Wild Coffee

Wild Coffee Villa in Siesta Key district of Siesta Key offers complimentary parking, an outdoor swimming pool and a sun terrace as well as the access to Crescent Beach, which is 350 metres away. The venue is also fitted with 1 bedroom and includes a mini-kitchen with coffee and tea making facilities, and kitchenware.

Siesta Key Drum Circle can be found at a 3.1 km distance from the property and Grand Canal is 4 km away. It is set within 3 km off the city centre. City Pizza Bar & Grill offers American and Italian specialities and lies 300 metres away. Wild Coffee Villa is set a few minutes' drive from Turtle Beach.

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10
Excellent
1 Reviews

Harbor Towers, 4Th Floor, Modern With Den Villa

📍 5855 Midnight Pass Road #203

From 222$

If You’re Looking For A Quiet Luxury Villas in Siesta Key with Private Pool, Check Out Harbor Towers, 4Th Floor, Modern With Den

Harbor Towers Villa in Siesta Key district of Siesta Key offers a tennis court and an outdoor swimming pool as well as the access to Crescent Beach, which is 550 metres away. This accommodation contains a TV set with satellite channels, a sitting area and a stone fireplace.

Siesta Key Marina is less than 5 minutes’ drive from the venue and Siesta Key Drum Circle is set 15 minutes’ walk away. It is 10 minutes’ walk from the beach. It is set within 1 km off the city centre. Check out Jamaica Royale which is set close by.

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8.9
Excellent
29 Reviews

Sun And Sea By Beachside Management

📍 1135 Sun N Sea Drive Unit 1 & 2

From 157$

A Great Choice If You’re Looking Holiday Villas in Siesta Key with Private Pool For The Ultimate Romantic Getaway

This Sun And Sea By Beachside Management Villa is located not far from Siesta Key Marina. Offering setting in Siesta Key district, the venue features 2 bedrooms and includes an equipped kitchen with refrigerators and kitchenware.

You can visit Edson Keith Estate Park within 2.3 km away, while Turtle Beach can be found 3.6 km from the accommodation. The walk to the centre of Siesta Key will last for 25 minutes. For dining options, pizzeria serving meals of American and Italian cuisine is available within 150 metres away. Sun And Sea By Beachside Management Villa is located close to Green Turtle Shell & Gift City.

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Luxury Villas in Siesta Key with Private Pool

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7.8
Very good
24 Reviews

Sea Club II Cottages By Beachside Management

📍 5955 Midnight Pass Road

From 251$

If You’re Looking For A Quiet Best Villas in Bali with Private Pool, Check Out Sea Club II Cottages By Beachside Management

Offering entertainment activities and a cable flat-screen, Sea Club II By Beachside Management is situated in Siesta Key district, 1.7 km from the shaped Crescent Beach. This villa comes with a kitchenette, a dining area and a sofa set and a kitchen with fridges and glassware.

The centre of Siesta Key is a 10-minute walk from the property. It is a 25-minute drive from Sarasota Bradenton International airport and a 5-minute drive to Siesta Key Beach Access 7. It is 10 minutes’ walk from the beach. Sea Club II By Beachside Management offers accommodation with direct access to Siesta Harbour Condominium Apt Harbor.

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8.1
Very good
16 Reviews

Fiddle Fig Cottage

📍 1105 Point Of Rocks Rd.

From 279$

Besides Being A Dreamy Holiday Villas in Siesta Key with Private Pool, Fiddle Fig Cottage Is Close To Everything

Located in Siesta Key, 1-bedroom Fiddle Fig Cottage measures 33 m² and can accommodate 4 guests. Sarasota Bradenton International airpot is 20 km from the venue, while Turtle Beach is 3.3 km away.

Local attractions include Siesta Key Marina steps away from the villa and city centre 3 km away. This property is 4.6 km from Sarasota Square Mall. Quench your thirst with your favourite drink at the restaurant Miguel's Restaurant within 5 minutes' walk from Fiddle Fig Cottage. Green Turtle Shell & Gift City is located nearby.

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8.9
Excellent
5 Reviews

Dockside Delight By Beachside Management Villa

📍 325 Avenida Madera, 34242, Siesta Key, Us

From 478$

Dockside Delight By Beachside Management Offers Competitive Rates And Some Of The Nicest Cheap Villas in Siesta Key with Private Pool

Offering a golf course and a satellite TV, Dockside Delight By Beachside Management Villa is situated in Siesta Key district, 1.3 km from Siesta Key Beach. This venue comes with 1 bathroom, as well as a flat-screen TV with satellite channels, an iron/ironing board and a sofa set in the rooms.

Sarasota Square is approximately 10 minutes' drive away. The accommodation is 1 km from the centre of Siesta Key. The closest beach is 600 metres away. The shaped Crescent Beach and Siesta Harbour Condominium Apt Harbor are both set near the villa.

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10
Excellent
2 Reviews

Fanta-Sea 47 By Beachside Management

📍 47 Beach Road

From 394$

Is Another One Of The Best Cheap Villas in Siesta Key with Private Pool For Couples

Fanta-Sea 47 By Beachside Management Villa features sea views and is 2 km from Siesta Key Beach. The venue consists of 2 bedrooms and 2 bathrooms.

The property is set right in Siesta Key district near Siesta Key Craft Festival Museum. Such major Siesta Key sights including Siesta Key Beach Access 2 are also located nearby. Offering various dining options, Cafe Gabbiano and Summer House Steak & Seafood are about 5-minute walk away. You can get to Sarasota Square in a few minutes by car.

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9.6
Excellent
4 Reviews

Lulu'S Key House Loggerhead 2/2 Upstairs Villa

📍 5249 Calle Menorca

From 449$

A Great Choice If You’re Looking Luxury Villas in Siesta Key with Private Pool For The Ultimate Romantic Getaway

Lulu S Key House Loggerhead 2/2 Upstairs Vr Villa features accommodation with a free car park and an outdoor swimming pool and is nestled 2.8 km from the shaped Crescent Beach. Bay Island is located within a 10-minute drive of this venue.

The property is situated in Siesta Key district, 15 minutes' walk from the centre of Siesta Key. It is within a stroll from a beach. For a drink or a diner, you can stop by fast food restaurant Subway set nearby. Lulu S Key House Loggerhead 2/2 Upstairs Vr Villa is set a few minutes' drive from Siesta Key Village.

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9.6
Excellent
5 Reviews

Coriander Cottage

📍 1105 Point Of Rocks Road

From 299$

Another One Of The Best Cheap Villas in Siesta Key with Private Pool For Adults

Coriander Cottage is set 350 metres from Crescent Beach and offers such comforts as complimentary parking, an outdoor swimming pool and a patio. Siesta Beach Pavillion is located within a 10-minute drive of this venue.

Sarasota Bradenton International airpot is 20 km from the accommodation, while Siesta Key Beach is 3.1 km away. The centre of Siesta Key is approximately a 30-minute walk away. Guests of Coriander Cottage can grab drinks from the fast food restaurant 7-Eleven, set within 300 metres of the villa. You can get to Turtle Beach in a few minutes by car.

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8.9
Excellent
10 Reviews

Mulberry Cottage

📍 1105 Point Of Rocks Rd

From 199$

If You’re Looking For A Luxury Villas in Siesta Key with Private Pool, Then You Must Check Out Mulberry Cottage

Mulberry Cottage is placed in Siesta Key district, within a 5-minute walk of the fast food restaurant 7-Eleven. Offering garden views, this venue has air conditioning, a flat-screen TV and a sofa in the rooms.

Green Turtle Shell & Gift City is about 5 minutes' walk away, while Siesta Key city centre is 3 km from the accommodation. The friendly Edson Keith Estate Park can be reached in 10 minutes by car. A wide range of restaurants is available within a 5-minute walk. The villa offers proximity to Siesta Key Marina.

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7.3
Good
7 Reviews

Lookout By Beachside Management

📍 641 Beach Road

From 494$

Lookout By Beachside Management Is One Of The Most Popular Rental Villas in Siesta Key with Private Pool For All Kinds Of Travelers

The 297 m² Lookout By Beachside Management Villa is situated in close proximity to Siesta Key Beach. Air conditioning, a writing table and ironing facilities are featured in the rooms, while dishwasher, coffeemaker and kitchenware are provided in an equipped kitchen.

Siesta Key Village is 0.7 km from the accommodation, while Big Sarasota Pass is 3.5 km away. The city centre is 2 km away. This venue is also set close to Siesta Key Beach Access 7. You can get to Siesta Key Beach Access 2 in a few minutes by car.

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8.6
Excellent
9 Reviews

Private Beach House Villa

📍 5950 Midnight Pass Rd. Unit 315

From 412$

Besides Being A Dreamy Rental Villas in Siesta Key with Private Pool, Private Beach House Is Close To Everything

Private Beach House Villa lies within 1.1 km from Siesta Key Beach and features flat-screen TV and barbecue. This venue comes with cable channels, coffee/tea making equipment and a sofa set and an equipped kitchenette area with dishwasher and kitchenware.

The accommodation is located a 10-minute walk from the heart of Siesta Key, near Siesta Harbour Condominium Apt Harbor. Sarasota Square is about a 10-minute drive away. The closest beach is 850 metres away. This villa lies in vicinity of the shaped Crescent Beach.

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6
Good
1 Reviews

Bay Oaks Ground Floor Villa

From 166$

A Great Choice If You’re Looking Large Villas to Rent in Siesta Key with Private Pool For The Ultimate Romantic Getaway

Located in Siesta Key, 1-bedroom Bay Oaks Ground Floor Villa measures 80 m² and can accommodate 6 guests. Siesta Beach Pavillion is only 1.7 km from this venue, while Sarasota Beach is 2.5 km from the accommodation.

Situated in Siesta Key district, the property right next to Siesta Harbour Condominium Apt Harbor and within a few minutes' drive to Turtle Beach. It is 10 minutes’ walk from the beach. The closest beach is 500 metres away. Near this Bay Oaks Ground Floor Villa you'll find the shaped Crescent Beach.

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9.6
Excellent
1 Reviews

Bay Oaks 3Rd Floor Villa

📍 6157 Midnight Pass Rd Unit E 43

From 256$

Bay Oaks, 3Rd Floor Is One Of The Most Popular Best Villas in Bali with Private Pool For All Kinds Of Travelers

Featuring a tennis court and an outdoor swimming pool, Bay Oaks 3Rd Floor Villa offers accommodation in Siesta Key district of Siesta Key. Siesta Beach Pavillion is 5 minutes' drive from the venue.

The villa is situated in a residential neighbourhood, not far from the shaped Crescent Beach. This property is located 500 metres from the beach. It is 10 minutes’ walk from the beach. Another plus point is that Bay Oaks 3Rd Floor Villa is adjacent to Siesta Harbour Condominium Apt Harbor.

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8.7
Excellent
9 Reviews

Sea Club II 5955 #8E Villa

📍 5955 Midnight Pass Road

From 263$

If You’re Looking For A Rental Villas in Siesta Key with Private Pool, Then You Must Check Out Sea Club II 5955 #8E

A 20-minute stroll from Sea Club II 5955 # 8E Venue takes guests to Siesta Key Village, while Siesta Key Beach is a 16-minute walk away. The 70 m² villa comes with air conditioning, a dining area and a sitting area in the rooms.

Situated in Siesta Key district, the property offers access to Jamaica Royale. The centre of Siesta Key is about 10 minutes' walk away. It is 10 minutes’ walk from the beach. Sea Club II 5955 # 8E Venue is close by Siesta Harbour Condominium Apt Harbor.

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9.2
Excellent
1 Reviews

Siesta Key Paradise By Beachside Management Villa

📍 65 Beach Road, Fl 34242, Siesta Key, Us

From 1078$

If You’re Looking For A Holiday Villas in Siesta Key with Private Pool, Then You Must Check Out Siesta Key Paradise By Beachside Management

Siesta Key Paradise By Beachside Management Villa lies within 3.3 km from the shaped Crescent Beach and features barbeque and flat screen TV. The venue offers rooms with a flat-screen TV with satellite channels, a sitting area and smoke detectors.

Located in Siesta Key district of Siesta Key, it is a 25-minute drive from Sarasota Bradenton International airport. South Lido Park is a 10-minute car ride away. Guests can enjoy Italian, Romana, Lazio and Central-Italian meals in Cafe Gabbiano, which is about 400 metres away. The accommodation is set close to Siesta Key Beach Access 2.

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9.6
Excellent
1 Reviews

Point Break Villa

📍 336 Avenida De Mayo, 34242, Siesta Key, Us

From 1946$

Of All The Villas in Siesta Key for Rent with Private Pool, Point Break May Be The Most Luxurious And Comfortable

With a view of the patio, Point Break Villa is situated in Siesta Key district and has a tennis court, a golf course and a Jacuzzi. Bay Island is 3 km away, while Siesta Key Beach is set 1.4 km from the venue.

The property is 15 minutes' walk from Siesta Key city centre. It is 10 minutes’ walk from the beach. Point Break Villa offers proximity to Sun Garden Cafe that serves the finest American and healthy delicacies in the neighbourhood. You can get to the upscale Saint Armands Circle Outdoor Mall in a few minutes by car.

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Siesta Key Villas with private pool FAQ
What are the best budget holiday villas in Siesta Key?
For those searching for a budget stay, worldwide-accom.net offers 6 villas for rent to choose from. One of the best places is Casa Del Miramar By Beachside Management, set a 30-minute walk from Big Sarasota Pass. This property offers concierge service, laundry service and fitness on site. Another good deal is Wild Lime Cottage for 258US$ per night, providing an outdoor swimming pool, a free private car park and a heated swimming pool.
What are the top beachfront villas in Siesta Key?
According to worldwide-accom.net travel data, there are 3 beachfront properties to choose from. You may book Crescent Arms Condominiums for 363US$ per night. This nice holiday property offers an outdoor swimming pool, windsurfing and canoeing on site. Also, you can find out Sea Club II By Beachside Management at the price of 182US$ per night.
What are the most popular villas in Siesta Key with a pool?
To relax around a pool, worldwide-accom.net offers 11 accommodations to choose from. Consider booking Crescent Arms Condominiums for 363US$ per night, which is set 3.1 km from Grand Canal. This nice holiday rental offers 24 hour front desk assistance and bicycle usage on site. Alternatively, book Wild Lime Cottage at the cost of 258US$ per night. It provides an outdoor swimming pool, a free private carpark and a heated swimming pool on site.

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