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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

2br Siesta Key Downtown Condo Walk Everywhere - Siesta Key, FL
Siesta Key, FL
19/06 – 21/06
1699 ﺩ.ﺇ/nighttotal: 3398 ﺩ.ﺇ (2 )

2br Siesta Key Downtown Condo Walk Everywhere

1 6
house , Siesta Key
This holiday home is located in Bailey Hall, a mere 550 metres from Siesta Key Beach and 16 kilometres from the John and Mable Ringling Museum of Art.
This property offers a private outdoor swimming pool, a fully equipped kitchen, and parking for up to 7 guests across 93 square metres of living space.
Immaculate Condo In A Great Siesta Key Location! Walk To Beach, Shopping, Dining & More. Vista Hermo - Siesta Key, FL
9.6 10 reviews
Siesta Key, FL
18/06 – 26/06
777 ﺩ.ﺇ/nighttotal: 6216 ﺩ.ﺇ (8 )

Immaculate Condo In A Great Siesta Key Location! Walk To Beach, Shopping, Dining & More. Vista Hermo

2 4
apartment , Siesta Key
This Siesta Key beachfront condo is situated less than 1.6km from Crescent Beach and Siesta Key Beach, and a 10-minute drive from Point of Rocks and Siesta Key Marina.
This 91 square metre apartment sleeps four guests in three bedrooms and two bathrooms, boasting a private balcony, fully equipped kitchen, swimming pool, spa, tennis court, and free Wi-Fi.
The Beach Club At Siesta #204b - Siesta Key, FL
10 1 review
Siesta Key, FL
25/07 – 30/07
1373 ﺩ.ﺇ/nighttotal: 6865 ﺩ.ﺇ (5 )

The Beach Club At Siesta #204b

1 5
house , Siesta Key
This holiday home in Point O'Rocks, Siesta Key, is located a mere 10 metres from Crescent Beach and 17 kilometres from Sarasota Bradenton International Airport and the John and Mable Ringling Museum of Art.
This air-conditioned property offers 70 square metres of living space, accommodates up to 11 guests, and features a well-equipped kitchen, a swimming pool, a hot tub, and complimentary WiFi, with cycling opportunities nearby.
Pink Mango Cottage Steps From The Beach - Siesta Key, FL
10 15 reviews
Siesta Key, FL
13/07 – 17/07
1080 ﺩ.ﺇ/nighttotal: 4320 ﺩ.ﺇ (4 )

Pink Mango Cottage Steps From The Beach

2 2
apartment , Siesta Key
This Key West-style cottage is situated in Siesta Key, offering an immersive beach life experience with close proximity to the coastline.
This accommodation provides a kitchenette, a private porch with a grill, and a shared jacuzzi pool, accommodating up to three guests across two bedrooms, covering approximately 46 square metres of living space.

Best family friendly Siesta Key, FL lodging

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

6415 Midnight Road #709 - Siesta Key, FL
Siesta Key, FL
05/07 – 12/07
1515 ﺩ.ﺇ/nighttotal: 10605 ﺩ.ﺇ (7 )

6415 Midnight Road #709

2 5
house , Siesta Key
This Siesta Key holiday home, 6415 Midnight Road #709, is a seven-minute walk from Crescent Beach and within 3.2km of Turtle Beach and Siesta Key Beach.
The 116 square metre property boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a private swimming pool, Jacuzzi, sauna, fitness centre, and tennis court, alongside free Wi-Fi.
House ∙ 3 Bedrooms ∙ 6 Guests - Siesta Key, FL
Siesta Key, FL
29/07 – 30/07
1833 ﺩ.ﺇ/nightfor 1 night

House ∙ 3 Bedrooms ∙ 6 Guests

3 5
house , Siesta Key
This detached house in Siesta Key is situated a mere 3-minute walk from Beach Access #12 on Crescent Beach, placing you within easy reach of numerous restaurants, shops, and activity rental businesses.
This family-friendly property, accommodating up to six guests, features three bedrooms, two bathrooms, a full kitchen, air conditioning, a swimming pool overlooking a lagoon pond, and complimentary beach chairs and towels, with on-site parking for two cars and a golf cart.
Spacious 1st-floor Siesta Key Condo Across From #1 Beach - Villa Maritima - Siesta Key, FL
Siesta Key, FL
21/06 – 28/06
1365 ﺩ.ﺇ/nighttotal: 9555 ﺩ.ﺇ (7 )

Spacious 1st-floor Siesta Key Condo Across From #1 Beach - Villa Maritima

1 3
apartment , Siesta Key
This Siesta Key condominium offers a prime location, a mere 7-minute walk to Crescent Beach and directly opposite Siesta Key's renowned #1 Beach, with Sarasota Bradenton International Airport and The John and Mable Ringling Museum of Art both 17.7 kilometres away.
This family-friendly apartment, spanning 89 square metres and accommodating up to 11 guests, boasts a fully equipped kitchen, air conditioning, a swimming pool, a terrace, sauna, spa, fitness centre, tennis court, and on-site parking, with a private beach area and bicycle rental also available for guest use.
A Gem-beach Cottage 4 Br,heated Pool On Canal, 1 Block To Village, Walk To Beach - Siesta Key, FL
9.6 52 reviews
Siesta Key, FL
21/06 – 28/06
2797 ﺩ.ﺇ/nighttotal: 19579 ﺩ.ﺇ (7 )

A Gem-beach Cottage 4 Br,heated Pool On Canal, 1 Block To Village, Walk To Beach

4 3
apartment , Siesta Key
This Siesta Key Village waterfront holiday home is located steps from Siesta Key's renowned white-sand beach and the Village centre, offering easy access to local amenities.
The 177 square metre (1900 square foot) property boasts four bedrooms, three bathrooms, sleeping up to seven guests, and features a heated pool, spa, and fully equipped kitchen with GE Profile appliances; two beach cruiser bikes and beach towels are provided.

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

Siesta Key Condo- Walk To Beautiful Beaches, Ride A Free Trolley Around The Key - Siesta Key, FL
9.2 77 reviews
Siesta Key, FL
25/07 – 30/07
1285 ﺩ.ﺇ/nighttotal: 6425 ﺩ.ﺇ (5 )

Siesta Key Condo- Walk To Beautiful Beaches, Ride A Free Trolley Around The Key

3 5
apartment , Siesta Key
This Siesta Key beachfront apartment, a short 2.4km walk from Siesta Key Beach and Crescent Beach, offers stunning waterfront views and proximity to Siesta Key Marina.
The two-bedroom, two-bathroom condo sleeps six, features a private balcony, fully equipped kitchen including a dishwasher, and access to a swimming pool; enjoy boat tours and water activities nearby.
Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex With Heated Swimming Pool - Siesta Key, FL
9.2 148 reviews
Siesta Key, FL
02/07 – 06/07
1688 ﺩ.ﺇ/nighttotal: 6752 ﺩ.ﺇ (4 )

Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex With Heated Swimming Pool

2 2
apartment , Siesta Key
This apartment is located just a short walk from Crescent Beach and a short drive from Siesta Key Beach, offering easy access to the island's beautiful beaches and vibrant atmosphere. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has two bedrooms and three bathrooms, providing plenty of space for families or groups of friends. Guests can enjoy a range of amenities, including a heated swimming pool, a private beach, a fully equipped kitchen, a spacious balcony, and free Wi-Fi and parking.
Siesta Key Beach Retreat 1 Bed 1 Bath With Full Gulf Views Steps To Beach - Siesta Key, FL
Siesta Key, FL
21/06 – 28/06
1132 ﺩ.ﺇ/nighttotal: 7924 ﺩ.ﺇ (7 )

Siesta Key Beach Retreat 1 Bed 1 Bath With Full Gulf Views Steps To Beach

1 3
apartment , Siesta Key
This Siesta Key apartment is located directly on the beach, a mere 500 meters from Siesta Key Village, offering convenient access to local amenities and a complimentary trolley service for exploring the area.
This 83 square meter condo accommodates up to four guests with one bedroom and one bathroom, featuring modern furnishings including two flat-screen TVs, a fully equipped kitchen, air conditioning, and access to a heated swimming pool, fitness centre and tennis court.
New  Eclectic Hidden Gem | Tiki Bar & Pool - Siesta Key, FL
9.9 110 reviews
Siesta Key, FL
23/07 – 26/07
996 ﺩ.ﺇ/nighttotal: 2988 ﺩ.ﺇ (3 )

New Eclectic Hidden Gem | Tiki Bar & Pool

2 4
apartment , Gulf Gate Estates
This Gulf Gate Estates flat is situated a 15-minute walk (approx. 2.4km) from Crescent Beach and a short drive from Siesta Key's attractions, including Siesta Key Watersports and the Ringling Museum of Art.
The renovated two-bedroom, two-bathroom apartment sleeps four, boasts a private screened-in Tiki bar, a 65" smart TV, a modern kitchen with dishwasher, and offers use of a shared swimming pool and on-site parking; beach towels are provided.

Best Siesta Key, FL accommodation with a kitchen

Best Value 1br  Walk To Beach, Dining & Nightlife! - Siesta Key, FL
9.6 32 reviews
Siesta Key, FL
04/07 – 08/07
1564 ﺩ.ﺇ/nighttotal: 6256 ﺩ.ﺇ (4 )

Best Value 1br Walk To Beach, Dining & Nightlife!

1 4
apartment , Siesta Key
This Siesta Key beachfront flat is less than 1.6km from Crescent Beach and Siesta Key Beach, and roughly 3.2km from Turtle Beach, offering easy access to three of the island's most popular stretches of sand.
The self-catering apartment sleeps four, boasting a fully equipped kitchen, private balcony, free Wi-Fi, and on-site parking; a washing machine is also available for longer stays.
Sand Dollar Studio Pool Daily Rentals - Siesta Key, FL
Siesta Key, FL
21/07 – 24/07
755 ﺩ.ﺇ/nighttotal: 2265 ﺩ.ﺇ (3 )

Sand Dollar Studio Pool Daily Rentals

1 2
studio , Siesta Key
This Siesta Key apartment is located in Sarasota, a 4-minute walk from Crescent Beach and approximately 11-18 kilometres from Sarasota Opera, Marina Jack, and The Ringling Museum.
This 33-square-metre studio apartment sleeps up to three guests and features air conditioning, Wi-Fi, a kitchenette with a fridge and microwave, a private entrance, and access to a garden and swimming pool, with free private parking available.
Siesta Key 925 Beach Road Unit 308 - Siesta Key, FL
10 6 reviews
Siesta Key, FL
20/06 – 27/06
938 ﺩ.ﺇ/nighttotal: 6566 ﺩ.ﺇ (7 )

Siesta Key 925 Beach Road Unit 308

1 6
apartment , Siesta Key
This Siesta Key apartment, situated in the La Siesta Condominiums, is directly adjacent to Siesta Key Beach and a short walk from Siesta Village.
The two-bedroom, one-bathroom flat sleeps up to six guests and boasts a fully equipped kitchen, private Wi-Fi, a screened lanai, and stunning Gulf views from its balcony.
Siesta Soul | Multilevel Home Located In Siesta Key Village W/ Private Pool, Fire Pit, Walk To Beach - Siesta Key, FL
9.8 49 reviews
Siesta Key, FL
06/08 – 08/08
10125 ﺩ.ﺇ/nighttotal: 20250 ﺩ.ﺇ (2 )

Siesta Soul | Multilevel Home Located In Siesta Key Village W/ Private Pool, Fire Pit, Walk To Beach

4 8
apartment , Siesta Key
This Siesta Key Village property is less than 1.6km from Siesta Key Beach and the Farmers Market, offering easy access to Siesta Key Beach Playground and Irma Beach within 3.2km.
This four-bedroom, three-bathroom house boasts 245 square metres of living space, including a private pool, Jacuzzi, and fireplace, comfortably accommodating up to eight guests and featuring a fully equipped kitchen and laundry facilities.
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