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Siesta Key, FL accommodations
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5928 Lodgings in Siesta Key, FL

Best Siesta Key, FL lodging with a pool

Among the 5928 accommodations in Siesta Key, FL, here are the 4 best ones with a pool

Condo # 102 Perfect 2 Bedroom One Bath Condo Directly Across From  Famous Siesta Key Beach. - Siesta Key, FL
9.5 30 reviews
Siesta Key, FL
05/07 – 12/07
995 ﺩ.ﺇ/nighttotal: 6965 ﺩ.ﺇ (7 )

Condo # 102 Perfect 2 Bedroom One Bath Condo Directly Across From Famous Siesta Key Beach.

1 5
apartment , Siesta Key
This apartment is located directly across the street from Siesta Key Beach, just a short walk from the lively Siesta Key Village. Guests have rated this property excellent for location, cleanliness and overall experience.
The apartment is a 2-bedroom, 1-bathroom property with a floor area of 81 square metres, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, a relaxing lanai, a swimming pool, a spa, a fitness centre, a tennis court, and free parking, making this the perfect place to enjoy a relaxing beach holiday.
Lovely Pet Friendly Condo A Block From Siesta Key Village, Two Pools & Tiki Bar - Siesta Key, FL
9.8 566 reviews
Siesta Key, FL
21/10 – 25/10
1352 ﺩ.ﺇ/nighttotal: 5408 ﺩ.ﺇ (4 )

Lovely Pet Friendly Condo A Block From Siesta Key Village, Two Pools & Tiki Bar

2 3
apartment , Siesta Key
This apartment is located just a short walk from Siesta Key Village, which is home to a variety of shops, restaurants, and nightlife. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a spacious two-bedroom, two-bathroom property that comfortably accommodates four guests. It features a fully equipped kitchen, a private balcony, a swimming pool, and a garden, perfect for enjoying the Florida sunshine.
Siesta Sands Beach Resort 4th Floor With Elevator - Siesta Key, FL
9.6 143 reviews
Siesta Key, FL
09/07 – 11/07
2730 ﺩ.ﺇ/nighttotal: 5460 ﺩ.ﺇ (2 )

Siesta Sands Beach Resort 4th Floor With Elevator

2 4
house , Siesta Key
This beachfront property is located in Sarasota, just a short distance from Crescent Beach and Turtle Beach, with the John and Mable Ringling Museum of Art and Sarasota Opera also within easy reach. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
This 2-bedroom house spans 111 square metres and offers a range of modern amenities including a fully equipped kitchen, a private balcony, a swimming pool, and a fitness centre. Guests can enjoy the convenience of free Wi-Fi, a washing machine, and private parking.
Beachy Villa On Siesta Key With Heated Pool, Screened In Lanai, And Ground Level - Siesta Key, FL
9.6 88 reviews
Siesta Key, FL
23/07 – 26/07
1871 ﺩ.ﺇ/nighttotal: 5613 ﺩ.ﺇ (3 )

Beachy Villa On Siesta Key With Heated Pool, Screened In Lanai, And Ground Level

2 4
house , Siesta Key
This Siesta Key villa is situated just a short walk from the beach and within a 1.1 kilometre radius of shops, restaurants, and grocery stores, making it a convenient base for exploring the area. The property has consistently received excellent ratings for cleanliness, location, and overall user experience.
The two-bedroom villa, spanning 97 square metres, comfortably accommodates up to eight guests. It offers a range of amenities including a private pool, a spa, a garden, a terrace, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.

Best family friendly Siesta Key, FL lodging

Among the 5928 accommodations in Siesta Key, FL, here are the 4 best for families

Sarasota Coastal Style - Minutes To Siesta Beaches - Casa De Suenos - Siesta Key, FL
9.8 9 reviews
Siesta Key, FL
21/06 – 28/06
717 ﺩ.ﺇ/nighttotal: 5019 ﺩ.ﺇ (7 )

Sarasota Coastal Style - Minutes To Siesta Beaches - Casa De Suenos

2 3
apartment , Siesta Key
This Sarasota holiday home offers a spacious two-bedroom, two-bathroom apartment, ideally situated for exploring Siesta Key and Lido Key beaches, and St Armands Circle's shops and restaurants; distances to these attractions are not specified.
The 97 square metre property features a well-equipped kitchen with stainless steel appliances, three smart TVs with Roku, a dedicated home office, and an expansive backyard; sleeping arrangements include queen-size pull-out sofas, accommodating up to six guests.
130 M² Condo ∙ 2 Bedrooms ∙ 5 Guests - Siesta Key, FL
10 2 reviews
Siesta Key, FL
04/07 – 11/07
961 ﺩ.ﺇ/nighttotal: 6727 ﺩ.ﺇ (7 )

130 M² Condo ∙ 2 Bedrooms ∙ 5 Guests

2 4
apartment , Siesta Key
This ground-floor apartment in Midnight Cove II on Siesta Key offers direct beach access and is conveniently located near Siesta Key Village.
The 130 square metre (1,400 square foot) property boasts a two-bedroom layout sleeping five, a fully equipped kitchen, and access to Midnight Cove II's pool, fitness centre, and private marina, plus beach gear is provided.
Paradise ! 2 Bedroom 2 Bathroom With Incredible Views - Siesta Key, FL
9.8 169 reviews
Siesta Key, FL
30/07 – 09/08
1311 ﺩ.ﺇ/nighttotal: 13110 ﺩ.ﺇ (10 )

Paradise ! 2 Bedroom 2 Bathroom With Incredible Views

2 5
apartment , Siesta Key
This Siesta Key apartment is ideally situated less than 1.6km from Siesta Key Beach and Crescent Beach, and similarly close to Siesta Key Marina.
The two-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, private patio, swimming pool, Jacuzzi, fitness centre, tennis court, and free Wi-Fi; nearby attractions include outdoor barbecues and various water activities.
Heated Pool, Dock, Kayaks, 1-mile To Turtle Beach - Siesta Key, FL
9.8 60 reviews
Siesta Key, FL
01/07 – 04/07
1142 ﺩ.ﺇ/nighttotal: 3426 ﺩ.ﺇ (3 )

Heated Pool, Dock, Kayaks, 1-mile To Turtle Beach

1 2
bungalow , Vamo
This Siesta Key bungalow, part of The Siesta Key Bungalows, is situated in Vamo, Florida, offering direct access to Heron Lagoon and proximity to Siesta Key Beach (exact distance unspecified).
The self-catering unit sleeps three, boasting a king-size bed, a roll-away bed, a private veranda overlooking Heron Lagoon with a private dock, free kayak use, and access to a shared heated pool, BBQ grills, and complimentary beach gear; free laundry facilities and contactless check-in are also available.

Frequently Asked Questions about accommodations in Siesta Key, FL

  • What are the must-see sites in or near Siesta Key, FL?

    Well, Siesta Key Beach is a must-see for its soft, white sand. You should also check out the Siesta Key Drum Circle, which happens every Sunday. And if you're looking for some history, head over to the Siesta Key Village, where you'll find the historic Siesta Key Chapel.
  • What are the best accommodations in Siesta Key, FL?

    Among the accommodations in Siesta Key, FL, Carlisle Inn, Gertrudes Siesta Village Properties - Short Walk To Siesta's Best Beaches and The Capri At Siesta are the most popular ones.

  • How can travelers reach Siesta Key, FL?

    The easiest way to get to Siesta Key is to fly into Sarasota Bradenton International Airport (SRQ), which is about a 20-minute drive. You can also drive down from other parts of Florida or take a bus. If you're coming from a different state, you can also fly into Tampa International Airport (TPA) and then drive down.
  • What are the best accommodations with a pool in Siesta Key, FL?

  • What outdoor activities can visitors enjoy in and around Siesta Key, FL?

    Siesta Key is a great place for swimming, sunbathing, and kayaking. You can also rent a boat and go fishing, or take a dolphin watching tour. For a more adventurous experience, try parasailing or jet skiing. And don't forget to visit the nearby Myakka River State Park for hiking and wildlife viewing.
  • What are the best accommodations with a jacuzzi in Siesta Key, FL?

    The best accommodations with a jacuzzi in Siesta Key, FL are The Ritz-carlton - Sarasota, Comfort Suites Sarasota - Siesta Key and Hyatt Regency Sarasota.

  • When is the ideal time to plan a trip to Siesta Key, FL?

    The best time to visit Siesta Key is during the spring or autumn, when the weather is pleasant and the crowds are smaller. If you're looking for warm weather and sunshine, you can visit during the summer, but be prepared for higher prices and more people.
  • What are the best accommodations for families and kids in Siesta Key, FL?

    The best accommodations for families and kids in Siesta Key, FL are Carlisle Inn, Gertrudes Siesta Village Properties - Short Walk To Siesta's Best Beaches and The Capri At Siesta.

  • What are the best walking or cycling routes in Siesta Key, FL?

    The Siesta Key Beach Walk is a great option for a leisurely stroll. It's a 3.5 km paved path that runs along the beach and offers stunning views of the Gulf of Mexico. For a more challenging ride, try the Siesta Key Bike Trail, which is a 10 km loop that takes you through the island's residential areas and past the Siesta Key Village.
  • What are the best pet friendly accommodations in Siesta Key, FL?

  • What nearby towns or cities can be explored from Siesta Key, FL?

    Sarasota is a great place to visit for its art scene, museums, and restaurants. You can also take a day trip to St. Armand's Circle, which is a popular shopping and dining destination. And if you're looking for a bit of history, head over to the town of Venice, which is known for its beautiful beaches and historic architecture.
  • What are the best accommodations with parking in Siesta Key, FL?

  • What amenities can travelers expect from accommodations in Siesta Key, FL?

    Most hotels and vacation rentals in Siesta Key offer a variety of amenities, including swimming pools, fitness centers, and on-site restaurants. Some accommodations also have private beaches, boat docks, and other unique features. You can find options ranging from budget-friendly motels to luxurious resorts.

Destinations nearby

Best Siesta Key, FL accommodation with a balcony

Newly Renovated! 2 Bed Family Friendly Condo W/ Beach Access & Prime Location!! - Siesta Key, FL
10 71 reviews
Siesta Key, FL
15/08 – 19/08
1435 ﺩ.ﺇ/nighttotal: 5740 ﺩ.ﺇ (4 )

Newly Renovated! 2 Bed Family Friendly Condo W/ Beach Access & Prime Location!!

2 5
apartment , Siesta Key
This ground-floor Sea Club II condo is situated in Siesta Key's beach village, a short 0.64-0.8 km stroll from the beach and close to local attractions.
The two-bedroom, one-bathroom apartment sleeps five, boasting a newly renovated bathroom, a well-equipped kitchen with Keurig and standard coffee maker, private access to a heated pool, Tiki Hut, and a 10-foot outdoor kitchen with grills, plus a private fishing dock on the Intracoastal Waterway.
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min To Beach And Village! - Siesta Key, FL
9.9 211 reviews
Siesta Key, FL
01/07 – 04/07
11017 ﺩ.ﺇ/nighttotal: 33051 ﺩ.ﺇ (3 )

Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min To Beach And Village!

4 9
apartment , Siesta Key
This smoke-free vacation home is located in Siesta Key Village, just a short distance from Siesta Key Beach, Irma Beach, and St. Boniface Episcopal Church Labyrinth. The property has received excellent ratings for location, cleanliness, and overall user experience.
The property is a spacious four-bedroom home, perfect for families or groups of friends. Guests can enjoy a range of amenities including a swimming pool, terrace, garden, free WiFi, a fully equipped kitchen, barbecue grills, and a water park for children.
129 M² Condo ∙ 2 Bedrooms ∙ 4 Guests - Siesta Key, FL
10 1 review
Siesta Key, FL
14/07 – 11/08
489 ﺩ.ﺇ/nighttotal: 13692 ﺩ.ﺇ (28 )

129 M² Condo ∙ 2 Bedrooms ∙ 4 Guests

2 3
apartment , Siesta Key
This luxury waterfront condominium in Siesta Key offers direct access to the water via a private boat dock and slip, with exceptional waterfront views from the lanai, and is within 1 kilometre of Siesta Key Beach, the Village shops, and dining options.
This 129 square metre apartment, accommodating up to 4 guests, features 2 bedrooms and 2 bathrooms, a fully equipped kitchen with modern appliances, multiple 4K TVs, complimentary high-speed Wi-Fi and parking, a resort-style cabana with a wet bar, and an outdoor living space with a BBQ grill and fire pit.
1255-306 - Standard - Stroll To Warm Bay Breezes - Siesta Key, FL
Siesta Key, FL
14/07 – 11/08
748 ﺩ.ﺇ/nighttotal: 20944 ﺩ.ﺇ (28 )

1255-306 - Standard - Stroll To Warm Bay Breezes

2 3
apartment , Siesta Key
This 2-bedroom flat in Siesta Key is located bayside, approximately 75 metres from the bay and a short distance from Siesta Key Beach.
This 1375 sq. ft. accommodation for up to 6 guests features a kitchen, swimming pool, terrace/balcony, and covered parking, with grab bars in the bathrooms for accessibility.

Best Siesta Key, FL accommodation with a kitchen

Bayside Paradise On Siesta Key Awaits You! Ready To Relax? - Siesta Key, FL
9.0 70 reviews
Siesta Key, FL
15/08 – 22/08
545 ﺩ.ﺇ/nighttotal: 3815 ﺩ.ﺇ (7 )

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

2 4
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.
Condo #104 Completely Remodeled Siesta Key 2 Bedroom 1 Bath Condo - Siesta Key, FL
8.7 29 reviews
Siesta Key, FL
14/07 – 11/08
881 ﺩ.ﺇ/nighttotal: 24668 ﺩ.ﺇ (28 )

Condo #104 Completely Remodeled Siesta Key 2 Bedroom 1 Bath Condo

2 3
apartment , Siesta Key
This Siesta Key apartment is ideally located just 1.6 kilometres from Siesta Key Beach, offering easy access to the famous white sands and turquoise waters, as well as being close to St. Boniface Episcopal Church Labyrinth, Crescent Beach and Siesta Key Marina. The apartment has received very good user, location and cleanliness ratings, making it a popular choice for travellers.
The apartment is spacious, covering 81 square metres and comfortably accommodating up to 6 guests in its two bedrooms and one bathroom. It offers a range of amenities, including a swimming pool, spa, fitness centre, tennis court, and barbecue grills, ensuring a comfortable and enjoyable stay.
Star Fish. 3 Bed 2 Bath. Pool. Daily Rentals - Siesta Key, FL
9.6 264 reviews
Siesta Key, FL
04/07 – 08/07
3752 ﺩ.ﺇ/nighttotal: 15008 ﺩ.ﺇ (4 )

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.
Siesta Beach Condo Direct Beach And Pool Access - Siesta Key, FL
9.3 3 reviews
Siesta Key, FL
01/08 – 06/08
1013 ﺩ.ﺇ/nighttotal: 5065 ﺩ.ﺇ (5 )

Siesta Beach Condo Direct Beach And Pool Access

2 5
apartment , Siesta Key
This Siesta Key Beachside condo provides direct private beach access and is situated approximately 400 metres from Siesta Key Public Beach, renowned for its tennis courts and pavilion.
This apartment accommodates up to five guests and features a king-size bed in the master bedroom, a kitchen equipped with a fridge, microwave, and dishwasher, air conditioning, and complimentary access to a heated community swimming pool, with on-site laundry and keyless check-in for convenience.
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