Holiday Rentals in Siesta Key, FL

5754 available vacation rental offers

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Siesta Key, FL holiday rentals
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5754 Holiday rentals and Airbnb in Siesta Key, FL

Best family friendly Siesta Key, FL holiday rentals

Among the 5754 accommodations in Siesta Key, FL, here are the 4 best family friendly rentals

Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min Trolley To Village, Tiki-bar, Ping-pong! - Siesta Key, FL
9.6 7 reviews
Siesta Key, FL
01/07 – 04/07
4167 â‚¬/nighttotal: 12501 â‚¬ (3 )

Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min Trolley To Village, Tiki-bar, Ping-pong!

7 9
apartment , Siesta Key
This seven-bedroom Siesta Key holiday home is less than 2km from Siesta Key Beach, the Siesta Key Beach Playground, and the Siesta Key Farmers' Market.
Sleeping up to 24 guests, this spacious property boasts a fully equipped kitchen, five bathrooms, a terrace with potential sea views, outdoor barbecue grills, and free Wi-Fi; a sofa bed provides additional sleeping arrangements.
Beechwood Suites B - Siesta Key, FL
10 96 reviews
Siesta Key, FL
01/01 – 31/03
259 â‚¬/nighttotal: 23051 â‚¬ (89 )

Beechwood Suites B

1 2
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.
119 M² Condo ∙ 2 Bedrooms ∙ 5 Guests - Siesta Key, FL
8.0 1 review
Siesta Key, FL
25/07 – 30/07
371 â‚¬/nighttotal: 1855 â‚¬ (5 )

119 M² Condo ∙ 2 Bedrooms ∙ 5 Guests

2 5
apartment , Siesta Key
This recently updated two-bedroom, two-bathroom condominium is situated on the second floor of the Gulf and Bay - Bayside community on Siesta Key, providing convenient access to the island's attractions.
Spanning 118 square meters, this family-friendly apartment features a modern interior, a glassed-in lanai, and accommodates up to five guests, with access to communal swimming pools and tennis courts.
Direct Siesta Key Beachfront Condo! - Siesta Key, FL
9.9 135 reviews
Siesta Key, FL
05/07 – 12/07
354 â‚¬/nighttotal: 2478 â‚¬ (7 )

Direct Siesta Key Beachfront Condo!

2 5
apartment , Siesta Key
This Siesta Key beachfront condo is centrally located less than 1.6km from Siesta Key Beach and Siesta Key Beach Playground, also near St Boniface Episcopal Church Labyrinth and the Siesta Key Farmers Market.
The 116 square metre property offers two bedrooms, two bathrooms, sleeps six guests, and boasts a fully equipped kitchen, private terrace, swimming pool, jacuzzi, fitness centre, and tennis court.

Best Siesta Key, FL holiday rentals with a pool

Among the 5754 accommodations in Siesta Key, FL, here are the 4 best rentals with a pool

Cozy Gem On Siesta Key – Nice Walk To Beach & Bay! - Siesta Key, FL
9.5 103 reviews
Siesta Key, FL
06/07 – 13/07
195 â‚¬/nighttotal: 1365 â‚¬ (7 )

Cozy Gem On Siesta Key – Nice Walk To Beach & Bay!

1 2
apartment , Siesta Key
This Siesta Key condo is located on the east side of Midnight Pass Road, approximately 1 kilometre from Siesta Key Beach's access point #12.
The one-bedroom apartment, sleeping up to four guests, boasts a private lanai, in-unit laundry, reserved parking, and access to a community pool, tennis courts, and BBQ area; beach equipment is also provided.
Hibiscus Villa • Pool • Steps From Siesta Beach - Siesta Key, FL
9.3 68 reviews
Siesta Key, FL
13/07 – 17/07
248 â‚¬/nighttotal: 992 â‚¬ (4 )

Hibiscus Villa • Pool • Steps From Siesta Beach

1 2
apartment , Siesta Key
This Siesta Key Village villa is located less than 0.8km from Siesta Key Beach (via access points #7 and #5) and a 0.5km stroll from the village centre.
The 84 square metre one-bedroom property sleeps six, boasting a fully equipped kitchen, three 55" Smart TVs, a private patio, and access to a shared heated pool; beach wagon and towels are provided.
Siesta Sunsets Suite - Siesta Key, FL
9.8 103 reviews
Siesta Key, FL
06/07 – 13/07
220 â‚¬/nighttotal: 1540 â‚¬ (7 )

Siesta Sunsets Suite

1 2
apartment , Siesta Key
This Siesta Key apartment is located just off a private drive with direct access to Siesta Beach, one of the best beaches in the USA, and is within easy reach of Siesta Village with its shops, restaurants and nightlife. The free Siesta Key trolley stops nearby.
The apartment has a queen-sized bed, a sofa bed and a sleeper sofa to accommodate up to 5 guests. The apartment comes with a fully equipped kitchen, air conditioning, a swimming pool, parking and an outdoor shower.
Beautiful 2 Bedroom Duplex Steps Away From The Beach - Siesta Key, FL
Siesta Key, FL
02/07 – 06/07
279 â‚¬/nighttotal: 1116 â‚¬ (4 )

Beautiful 2 Bedroom Duplex Steps Away From The Beach

2 2
apartment , Siesta Key
This Siesta Key flat is situated in the South Village district, offering private gated access to Siesta Key Beach just steps away and within easy walking distance to local restaurants and shops.
This 65 square meter apartment accommodates up to four guests with two bedrooms, one bathroom, a fully equipped kitchen, and includes beach essentials, with pets welcome upon host approval.

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Best Siesta Key, FL holiday rentals with a balcony

Lovely 2bd Condo Close To The Beach (An1145) - Siesta Key, FL
Siesta Key, FL
17/06 – 26/06
386 â‚¬/nighttotal: 3474 â‚¬ (9 )

Lovely 2bd Condo Close To The Beach (An1145)

2 6
apartment , Siesta Key
This private eighth-floor condominium in Siesta Key's South Village offers direct access to Crescent Beach, just across the street, and is a short walk from Siesta Key Beach and Siesta Key Village, with complimentary trolley service available. This two-bedroom, two-bathroom apartment accommodates up to six guests and features a fully equipped kitchen, air conditioning, a swimming pool, a balcony with north-western views, and includes four beach chairs, towels, an umbrella, a cooler, and a beach cart for your convenience.
The Beach Club At Siesta #200b - Siesta Key, FL
Siesta Key, FL
13/07 – 17/07
302 â‚¬/nighttotal: 1208 â‚¬ (4 )

The Beach Club At Siesta #200b

1 2
house , Siesta Key
This holiday apartment is situated in Point O'Rocks, mere steps from Crescent Beach, and 17.7 kilometres from the John and Mable Ringling Museum of Art.
This 46 square metre property accommodates up to 7 guests, offering direct beach access, a heated swimming pool, Jacuzzi, fitness centre, tennis court, a patio, balcony with pool views, and a well-equipped kitchen, with complimentary WiFi and private parking provided.
Our House At The Beach E-704 Best View Of The Gulf! - Siesta Key, FL
10 3 reviews
Siesta Key, FL
24/06 – 29/06
325 â‚¬/nighttotal: 1625 â‚¬ (5 )

Our House At The Beach E-704 Best View Of The Gulf!

2 2
apartment , Siesta Key
This Siesta Key apartment is located directly on the beach, within 1.6km of St. Boniface Episcopal Church Labyrinth and Siesta Key Beach, and within 3.2km of Crescent Beach and Siesta Key Marina. It has received excellent user ratings.
The apartment is a 2-bedroom property with 111 square metres of floor space. It offers a fully equipped kitchen, a washing machine and dryer, a private balcony, a swimming pool, a spa, a tennis court, and parking.
Gertrude's Siesta | 1 Min Walk To Beach Path | 4 Min To Dining, Music & Sunsets - Siesta Key, FL
9.6 118 reviews
Siesta Key, FL
04/07 – 08/07
391 â‚¬/nighttotal: 1564 â‚¬ (4 )

Gertrude's Siesta | 1 Min Walk To Beach Path | 4 Min To Dining, Music & Sunsets

1 4
apartment , Siesta Key
This Siesta Key apartment is ideally situated less than 1.6km from Crescent Beach and Siesta Key Beach, and approximately 3.2km from Turtle Beach, offering easy access to Siesta Key's renowned sands.
The one-bedroom, one-bathroom flat sleeps four guests, boasting a fully equipped kitchen, in-unit laundry, free Wi-Fi, a terrace, and access to a swimming pool, spa, and fitness centre; plus an on-site water park.

Best Siesta Key, FL holiday rentals with parking

Best Of Both Worlds! Fish In The Bay Or Walk Across The Street To The Beach! - Siesta Key, FL
9.4 58 reviews
Siesta Key, FL
18/07 – 25/07
234 â‚¬/nighttotal: 1638 â‚¬ (7 )

Best Of Both Worlds! Fish In The Bay Or Walk Across The Street To The Beach!

1 2
apartment , Siesta Key
This Siesta Key apartment is less than 1.6km from Siesta Key Beach, Crescent Beach, and Siesta Key Marina, offering convenient access to Siesta Key's attractions and St. Boniface Episcopal Church Labyrinth.
The 65 square metre self-catering flat sleeps four guests and includes a fully equipped kitchen, a washing machine, a Smart TV, and access to a swimming pool, jacuzzi, and parking.
Mid-century Meets Boaters Dream - Siesta Key, FL
9.9 92 reviews
Siesta Key, FL
01/08 – 09/08
224 â‚¬/nighttotal: 1792 â‚¬ (8 )

Mid-century Meets Boaters Dream

2 2
apartment , Siesta Key
This charming bungalow is located on Siesta Key's Grand Canal, a short 3km bike ride from the renowned Siesta Beach and the village, in a peaceful and luxurious neighbourhood. The property has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The two-bedroom bungalow offers 130 square metres of space, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private terrace, a garden, parking, and access to a private dock on the canal, perfect for fishing, kayaking, or simply enjoying the sunset.
Star Fish. 3 Bed 2 Bath. Pool. Daily Rentals - Siesta Key, FL
9.6 264 reviews
Siesta Key, FL
09/07 – 11/07
725 â‚¬/nighttotal: 1450 â‚¬ (2 )

Star Fish. 3 Bed 2 Bath. Pool. Daily Rentals

1 4
apartment , Siesta Key
This waterfront property is located in Siesta Key, just a 1.6 kilometre walk from Siesta Key Marina and Crescent Beach, and within 5 kilometres of Siesta Key Beach and Turtle Beach. The house has received excellent ratings for location, cleanliness, and overall user experience.
This three-bedroom, two-bathroom home sleeps six guests and offers a fully equipped kitchen, washing machine, TV, and air conditioning. Enjoy the outdoors with a patio, barbecue grills, a swimming pool, a spa, and direct access to the water.
Awesome 2bd Condo Near The Beach (An799) - Siesta Key, FL
9.3 46 reviews
Siesta Key, FL
25/07 – 30/07
301 â‚¬/nighttotal: 1505 â‚¬ (5 )

Awesome 2bd Condo Near The Beach (An799)

2 5
apartment , Siesta Key
This apartment is located just a short walk from Crescent Beach and less than 1.6km from Siesta Key Beach, offering easy access to the area's beautiful beaches and vibrant atmosphere. The property has received excellent ratings for location, cleanliness and overall user experience.
The two-bedroom apartment comfortably accommodates six guests and features a balcony, two bathrooms, and a fully equipped kitchen. Guests can enjoy amenities such as a swimming pool, tennis court, fitness centre, sauna and spa, as well as free parking and internet access.
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