Holiday Rentals in Siesta Key, FL

7731 available vacation rental offers

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Siesta Key, FL holiday rentals
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Best Holiday rentals and Airbnb offers 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

Beach Rd, 300ft To Beach Access & 500ft To Village - Siesta Key, FL
9.9 68 reviews

Beach Rd, 300ft To Beach Access & 500ft To Village

apartment, Siesta Key
This Siesta Key apartment, a short 0.16km stroll from Siesta Key Beach and under 0.8km from Siesta Village, offers exceptional beachfront proximity.
The self-catering flat boasts a bright, open-plan one-bedroom layout sleeping four, complete with a Jacuzzi, private garden access, complimentary beach equipment, and welcome amenities including toiletries and drinks.
Gertrude's Siesta | 8-steps To Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets! - Siesta Key, FL
9.6 87 reviews

Gertrude's Siesta | 8-steps To Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets!

apartment, Siesta Key
This family-friendly Siesta Key apartment is located less than 1.6km from Crescent Beach and Siesta Key Beach, and approximately 3.2km from Turtle Beach, offering easy access to these stunning stretches of sand.
The self-catering property sleeps eight guests across two bedrooms and a sofa bed, boasting a fully equipped kitchen, swimming pool, fitness centre, and free Wi-Fi; on-site amenities include a water park and barbecue grills.
Beechwood Suites B - Siesta Key, FL
10 105 reviews

Beechwood Suites B

apartment, Siesta Key
This Siesta Key apartment, ideal for families, is conveniently located within walking distance of Siesta Key's beaches and local amenities.
The two-bedroom, two-bathroom apartment sleeps six, boasting a private balcony overlooking the heated pool, private parking, and access to a fenced yard with BBQ facilities; bike racks are also available.
Relaxing Siesta Key Condo With Private Beach Access - Siesta Key, FL
9.0 1 review

Relaxing Siesta Key Condo With Private Beach Access

house, Siesta Key
This Siesta Key condo, a 13-minute walk from Crescent Beach and 18km from the Ringling Museum of Art, offers convenient access to local attractions.
The 89-square-metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and includes a private pool, sauna, fitness centre, and tennis court, plus free Wi-Fi.

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

124 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Siesta Key, FL
No reviews

124 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment, Siesta Key
This bayfront townhouse offers direct water views and is situated in Siesta Key, a short distance from Siesta Key Village and its beaches.
This spacious, two-storey residence spans 124 square metres, featuring two bedrooms and two bathrooms, and accommodates up to six guests with amenities including high-speed internet and air conditioning.
Salt & Sol - Your Siesta Key Retreat For 6 - Siesta Key, FL
No reviews

Salt & Sol - Your Siesta Key Retreat For 6

apartment, Siesta Key
This ground-floor flat is situated in Siesta Key's South Village, a mere 500 meters from Siesta Key Beach and within easy walking distance of local shops and eateries.
This 96 square meter apartment accommodates up to six guests across two king suites, offering a step-free layout, a private patio, in-unit laundry, a dedicated coffee bar, and access to a communal heated swimming pool and sun deck.
Siesta Bayside Condo - Siesta Key, FL
9.8 108 reviews

Siesta Bayside Condo

house, Siesta Key
This Siesta Key property, a self-catering apartment, enjoys a prime location near Crescent Beach (a 9-minute walk) and Siesta Key Beach (0.96 km), and is within 16 km of Sarasota's cultural attractions including the Sarasota Opera House and The Ringling.
The 117 square metre apartment includes a fully equipped kitchen, swimming pool, tennis court, free Wi-Fi, and private parking; it is suitable for adults only (25+ years old).
Casa Mar By Beachside Management - Siesta Key, FL
9.0 36 reviews

Casa Mar By Beachside Management

house, Siesta Key
Casa Mar, situated in Sarasota, offers a self-catering apartment conveniently located an 8-minute walk from Crescent Beach and 1.8 km from Siesta Key Beach.
This 7-guest property boasts a fully equipped kitchen, including a fridge, microwave, and dishwasher, plus free Wi-Fi, on-site parking, and air conditioning; nearby attractions include the John and Mable Ringling Museum of Art (18 km) and Sarasota–Bradenton International Airport (18 km).

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Best Siesta Key, FL holiday rentals with a balcony

Peaceful 2-bedroom Condo On Beautiful Siesta Key - Siesta Key, FL
10 2 reviews

Peaceful 2-bedroom Condo On Beautiful Siesta Key

apartment, Siesta Key
This 2-bedroom apartment in Siesta Key is a short drive from St. Armands Circle and the Mall at University Town Centre, and close to Siesta Key Beach and Crescent Beach.
This apartment sleeps up to 7 guests, featuring two bathrooms, a kitchen with a microwave oven and dishwasher, air conditioning, a swimming pool, terrace, garden, and parking.
1 Bedroom Condo With Pool And Beach Access! - Siesta Key, FL
9.0 8 reviews

1 Bedroom Condo With Pool And Beach Access!

apartment, Siesta Key
This Siesta Key beachfront condo offers direct access to Siesta Key's renowned white sands and is conveniently located near Turtle Beach and a short distance from St. Armands Circle.
The 56 square metre (603 square foot) apartment features two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, a screened lanai, and access to Casa Mar's amenities such as swimming pools, tennis/pickleball courts, and complimentary beach gear.
White Sands 2-bedroom Near The Beach - Siesta Key, FL
No reviews

White Sands 2-bedroom Near The Beach

house, Siesta Key
This Siesta Key holiday home is located less than 1 kilometre from Siesta Key Beach, approximately 965 metres, and a 16-minute walk to Siesta Key Village.
This 100 square metre holiday cottage offers accommodation for up to 7 guests with 2 bedrooms and 2 bathrooms, featuring a private heated swimming pool, a fully equipped kitchen, and barbecue facilities.
Heated Pool-short Walk To Beach, Free Trolley Around Siesta Key! - Siesta Key, FL
9.3 27 reviews

Heated Pool-short Walk To Beach, Free Trolley Around Siesta Key!

apartment, Siesta Key
This apartment is situated in Siesta Key, just a short walk from Crescent Beach and a little over 1.6 kilometres from Siesta Key Beach. The apartment has received very good user ratings, with excellent reviews for its location and cleanliness.
The apartment is a two-bedroom property, covering 102 square metres and accommodating up to four guests. Guests can enjoy a range of amenities, including a swimming pool, tennis court, sauna, and a garden, as well as a balcony with pool views.

Best Siesta Key, FL holiday rentals with parking

Beautiful, Cozy 3/2 Siesta Key Home Close To Village,beaches, City And Airport - Siesta Key, FL
9.0 33 reviews

Beautiful, Cozy 3/2 Siesta Key Home Close To Village,beaches, City And Airport

apartment, Siesta Key
This three-bedroom Siesta Key townhome offers convenient access to Siesta Key's beaches, St. Armands Circle, and the University Town Center Mall, with Siesta Key Airport also nearby, though precise distances aren't specified.
The property sleeps eight guests and includes a fully equipped kitchen with appliances such as a fridge, oven, hob, dishwasher and ice maker, in-unit laundry facilities, and provides linens and kitchenware.
Bayside Paradise On Siesta Key Awaits You! Ready To Relax? - Siesta Key, FL
9.0 75 reviews

Bayside Paradise On Siesta Key Awaits You! Ready To Relax?

apartment, Siesta Key
This Siesta Key apartment, a short 1.2km stroll from Siesta Key Beach and Crescent Beach, offers convenient proximity to Siesta Key Marina and St. Boniface Episcopal Church Labyrinth.
The 64 square metre self-catering property sleeps four guests in two bedrooms and one bathroom, boasting a private patio, swimming pool, jacuzzi, tennis court, and fully equipped kitchen including a dishwasher and washing machine.
Siesta Key Retreat- 2/1 Condo W/pool, Beach Access - Siesta Key, FL
9.4 175 reviews

Siesta Key Retreat- 2/1 Condo W/pool, Beach Access

apartment, Siesta Key
This Siesta Key condo is ideally situated a short walk from Siesta Key Village and directly across the street from the renowned Siesta Key Beach.
Offering two bedrooms, one bathroom, sleeping up to six guests, this recently upgraded apartment boasts a private beach access, fishing dock access, a swimming pool, and on-site BBQ facilities, all within easy reach of local restaurants and shops.
2 Br Condo In Siesta Key W/ Private Beach Access - Siesta Key, FL
9.9 72 reviews

2 Br Condo In Siesta Key W/ Private Beach Access

apartment, Siesta Key
This Siesta Key condo, offering private beach access, is located minutes from the Old Village and its bars.
The 1300 sq ft (approximately 120 sq m) property boasts two bedrooms, two bathrooms, sleeps six, and includes a 65-inch 4K smart TV, high-speed Wifi, and access to an Olympic-size pool, tennis court, sauna, and fitness centre.
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