Holiday Rentals in Siesta Key, FL

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Siesta Key, FL holiday rentals
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7731 Holiday rentals and Airbnb in Siesta Key, FL

Best family friendly Siesta Key, FL holiday rentals

Among the 7731 accommodations in Siesta Key, FL, here are the 4 best family friendly rentals

Crescent Beach 1015 #4 - Siesta Key, FL
9.3 736 reviews

Crescent Beach 1015 #4

house, Siesta Key
This charming house is located directly on Crescent Beach in Siesta Key, just a short drive from Turtle Beach. It has received excellent ratings for location, cleanliness and overall experience.
The house has two bedrooms, a living room, a fully equipped kitchen and two bathrooms. It features air conditioning, a dishwasher, a TV and a private swimming pool, as well as a terrace and a garden.
2br Siesta Key Getaway Near Beach & Pool! - Siesta Key, FL
No reviews

2br Siesta Key Getaway Near Beach & Pool!

apartment, Siesta Key
This Siesta Key flat provides a convenient base, situated a short distance from the island's beaches, dining, and shopping, offering easy access to local attractions.
This family-friendly, pet-welcoming accommodation features 2 bedrooms and 1 bathroom, accommodating up to 5 guests with amenities including air conditioning, a swimming pool, garden, and parking.
Gertrude's Siesta | Pool, Jacuzzi! 1-minute To Beach! 4-min Dining & Music! - Siesta Key, FL
10 2 reviews

Gertrude's Siesta | Pool, Jacuzzi! 1-minute To Beach! 4-min Dining & Music!

apartment, Siesta Key
This Siesta Key holiday home is situated less than 1.6km from Crescent Beach and Siesta Key Beach, and approximately 3.5km from Turtle Beach, offering easy access to these renowned stretches of sand.
This five-bedroom, four-bathroom property boasts 167 square metres of living space, comfortably accommodating up to 16 guests and including a private swimming pool, terrace, and fully equipped kitchen with gas grills.
111 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Siesta Key, FL
No reviews

111 M² Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Siesta Key
This beachfront apartment in Siesta Key is situated directly on the nation's number one beach, offering immediate access to the soft white sands and the Gulf of Mexico, with Siesta Key Village's shops and restaurants just a short walk away.
This 110 square meter, two-bedroom, two-bathroom condominium sleeps up to six guests and features a large balcony with panoramic sea views, a fully equipped kitchen, in-unit laundry, and access to a heated community pool and BBQ facilities within the Jamaica Royale resort.

Best Siesta Key, FL holiday rentals with a pool

Among the 7731 accommodations in Siesta Key, FL, here are the 4 best rentals with a pool

Vacation Home Away From Home At Bay Oaks D41 - Siesta Key, FL
9.6 10 reviews

Vacation Home Away From Home At Bay Oaks D41

apartment, Siesta Key
This ground-floor Siesta Key apartment, situated in the Bay Oaks complex, offers convenient proximity to Siesta Key Beach and Crescent Beach, with easy access to St. Armands Circle and the Mall at University Town Centre (distances unspecified).
The 73 square metre (786 sq ft) condo sleeps four, featuring two bedrooms, one bathroom, a fully equipped kitchen, complimentary covered parking, and amenities including beach chairs, a cooler, and TVs; a screened patio completes this family-friendly self-catering property.
Salt & Sun Siesta - Siesta Key, FL
8.7 3 reviews

Salt & Sun Siesta

house, Siesta Key
Salt & Sun Siesta is a holiday flat located in Sarasota, a 5-minute walk from Crescent Beach and 17.7 kilometres from the John and Mable Ringling Museum of Art.
This 90 square metre apartment offers air-conditioned comfort for up to 7 guests, featuring 2 bedrooms, 2 bathrooms, a private terrace, an on-site restaurant, and an outdoor swimming pool.
Island Home W/ Pool, Kayak & Bbq - Siesta Key, FL
9.9 18 reviews

Island Home W/ Pool, Kayak & Bbq

apartment, Siesta Key
This duplex villa offers an exceptional location in Siesta Key, a mere 100 metres from Siesta Key Beach and 300 metres from Siesta Key Village.
This pet-friendly property accommodates up to eight guests, featuring three bedrooms, two bathrooms, a semi-private heated swimming pool, a private balcony with ocean views, and an outdoor dining area with a gas grill.
Siesta Bayside: Quiet Ground-floor Villa With Private Beach Access, Heated Pools, Tennis, & Fishing! - Siesta Key, FL
9.0 75 reviews

Siesta Bayside: Quiet Ground-floor Villa With Private Beach Access, Heated Pools, Tennis, & Fishing!

apartment, Siesta Key
This Siesta Bayside Condo is a two-bedroom apartment situated on Siesta Key, a five-minute walk (0.8 km) from Siesta Key Beach and a five-minute drive (approximately 3.2 km) from Siesta Key Village.
The 105 square metre property offers a king and queen/twin bedrooms, two bathrooms, a sleeper sofa accommodating six guests, and features a private garage, access to two heated swimming pools, a screened lanai, and a beach cart; plus Xplorie's daily free admission to local attractions.

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Best Siesta Key, FL holiday rentals with a balcony

Screened Balcony Living | Bayfront Siesta Key | Sunrise Views & Easy Beach Access At Bay Oaks - Siesta Key, FL
9.0 35 reviews

Screened Balcony Living | Bayfront Siesta Key | Sunrise Views & Easy Beach Access At Bay Oaks

apartment, Siesta Key
This two-bedroom, two-bathroom flat offers a prime downtown Siesta Key location, situated just 500 metres from Siesta Key Public Beach and a 1.3 kilometre walk to Crescent Beach.
This 110 square metre apartment, accommodating up to six guests, features a well-equipped kitchen, air conditioning, a shared swimming pool, private balcony, on-site parking, and an in-unit washer and dryer.
#7-twinpalms-king Studio Suite - Siesta Key, FL
10 1 review

#7-twinpalms-king Studio Suite

studio, Siesta Key
This Siesta Key studio apartment is located just steps from Siesta Key Beach and Crescent Beach, with St. Armands Circle and the Mall at University Town Centre also within easy reach.
This King Studio Suite accommodates up to two guests and features a kitchenette with a fridge and microwave, air conditioning, Wi-Fi, and a patio, offering opportunities for motor boating nearby.
[Sunny In Siesta]  King Bed + Walk To Beach - Siesta Key, FL
9.6 14 reviews

[Sunny In Siesta] King Bed + Walk To Beach

apartment, Siesta Key
This Siesta Key apartment offers a superb seaside location, a short 2.4km walk from Crescent Beach and Siesta Key Beach, and 3.4km from Turtle Beach.
The two-bedroom, two-bathroom flat sleeps four guests, features a fully equipped kitchen, private balcony, on-site parking, and is close to bicycle rentals for exploring the island.
Siesta Key Beach Resort And Suites - Siesta Key, FL
9.1 1750 reviews

Siesta Key Beach Resort And Suites

house, Siesta Key
This Siesta Key property is just a minute's walk from the world-famous beach and a two-minute stroll from Siesta Village, offering easy access to both the beautiful coastline and the lively town centre. The accommodation is highly rated, with guests praising its cleanliness, location and overall quality.
The property features a comfortable layout and offers a range of amenities, including a swimming pool, a Jacuzzi, a terrace, a garden, and a bar. Guests can also enjoy free WiFi, complimentary beach towels, chairs and bicycles, as well as access to multiple pools at nearby resorts.

Best Siesta Key, FL holiday rentals with parking

Turquoise Water & Soft White Sand - The Beach Club At Siesta Key #104a By Rva - Siesta Key, FL
9.1 98 reviews

Turquoise Water & Soft White Sand - The Beach Club At Siesta Key #104a By Rva

apartment, Siesta Key
The Beach Club At Siesta Key #104a Resort By Rva is located on Siesta Key, within a mile of Crescent Beach and Siesta Key Beach, offering a peaceful retreat close to the action. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The two-bedroom apartment can accommodate up to six guests. It features a range of amenities, including a swimming pool, Jacuzzi, barbecue grills, and a fully equipped kitchen.
Spectacular Panoramic Sea View - Siesta Key, FL
9.2 12 reviews

Spectacular Panoramic Sea View

apartment, Siesta Key
This beachfront Siesta Key apartment offers spectacular panoramic views of Siesta Key Beach and is a short walk or free trolley ride from Siesta Key Village.
The two-bedroom, two-bathroom condo sleeps four guests and boasts a private balcony, direct pool access, and all amenities necessary for a comfortable beach holiday.
Villa 5, Siesta Key, Pool View. King Bed. Daily Rentals - Siesta Key, FL
9.6 447 reviews

Villa 5, Siesta Key, Pool View. King Bed. Daily Rentals

hotel, Siesta Key
This Siesta Key house is located just 500 metres from Point of Rocks and Crescent Beach, and 2 kilometres from Siesta Key Beach, offering easy access to the area's beautiful beaches and a peaceful setting near the sea. The property has received excellent ratings for location, cleanliness and user experience.
This one-bedroom property comfortably sleeps two guests. The house comes equipped with a range of amenities, including a swimming pool, tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Enjoy Coastal Living In This Spacious 2/2 Bayside Condo In Sarasota. - Siesta Key, FL
9.8 94 reviews

Enjoy Coastal Living In This Spacious 2/2 Bayside Condo In Sarasota.

apartment, Siesta Key
This second-floor apartment is situated on the Bayside of a property in Siesta Key, just a short walk from the renowned Siesta Key Beach and its powdery white sand. The apartment has received excellent user ratings, reflecting its comfortable and well-equipped nature.
The apartment is spacious, measuring 101 square metres, and features two bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private balcony, access to two swimming pools, a Jacuzzi, a fishing pier, and tennis courts.
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