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Siesta Key, FL accommodations
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7940 Lodgings in Siesta Key, FL

Best Siesta Key, FL lodging with a pool

Among the 7940 accommodations in Siesta Key, FL, here are the 4 best ones with a pool

Beautiful 2-bedroom, 2 Bath Condo On World Famous Siesta Key Beach - Siesta Key, FL
9.0 2 reviews

Beautiful 2-bedroom, 2 Bath Condo On World Famous Siesta Key Beach

apartment, Siesta Key
This Siesta Key holiday home is conveniently located near Crescent Beach and offers easy access to Siesta Key Public Beach, St. Armands Circle, and the Mall at University Town Centre.
This two-bedroom, two-bathroom apartment boasts 111 square metres of living space, comfortably accommodating eight guests and featuring a private pool, fully equipped kitchen, high-speed Wi-Fi (250 Mbps+), and on-site laundry facilities.
Palm Bay Club Bayside Pools Hot Tub, Private Beach - Siesta Key, FL
9.3 170 reviews

Palm Bay Club Bayside Pools Hot Tub, Private Beach

apartment, Siesta Key
This two-bedroom apartment is located on Siesta Key, just 1.6km from Siesta Key Beach and Crescent Beach, and within 3.2km of Siesta Key Marina and Point of Rocks, offering easy access to the island's main attractions. The accommodation has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 80 square metre apartment features a fully equipped kitchen, a terrace or balcony, and a garden, perfect for relaxing after a day exploring the beach. Guests can enjoy the on-site swimming pool, Jacuzzi, spa, fitness centre, and tennis court, providing ample opportunities for recreation and fitness.
Harbor Towers 3rd Fl Views Of The Bay - Siesta Key, FL
9.7 91 reviews

Harbor Towers 3rd Fl Views Of The Bay

house, Siesta Key
This Siesta Key house is a 7-minute walk from Crescent Beach and less than a mile from Siesta Key Beach, putting you right in the heart of the action. The property has received excellent ratings for location, cleanliness, and overall experience.
The house features a comfortable living space, a fully equipped kitchen, and a bathroom with a hairdryer. You can enjoy the on-site swimming pool, tennis court, and fitness centre, or relax on the terrace with a view of the pool.
Charm | Comfy | Tiki | Pool Private Beach - Siesta Key, FL
9.6 283 reviews

Charm | Comfy | Tiki | Pool Private Beach

apartment, Siesta Key
This Siesta Key apartment is located directly on the beach, within 1.6 kilometres of St. Boniface Episcopal Church Labyrinth and Crescent Beach, and within 3.2 kilometres of Siesta Key Marina and Point of Rocks. The property has been rated excellent for its location, cleanliness and overall experience by previous guests.
The apartment is a one-bedroom, one-bathroom property with a floor area of 53 square metres, comfortably accommodating up to four guests. It features amenities such as a fully-equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, and parking.

Best family friendly Siesta Key, FL lodging

Among the 7940 accommodations in Siesta Key, FL, here are the 4 best for families

Gertrude's Siesta | Bayside Unit, Balcony, Private-beach, Heated Pools, Pickle, Hot-tub, Tennis! - Siesta Key, FL
9.8 27 reviews

Gertrude's Siesta | Bayside Unit, Balcony, Private-beach, Heated Pools, Pickle, Hot-tub, Tennis!

apartment, Siesta Key
This top-floor bayside flat in Siesta Key offers a 40-metre balcony with inter-coastal waterway views, a 4-minute walk to the beach and a 2-minute walk to a free trolley service.
This 93 square metre holiday home accommodates up to six guests with two bedrooms and two bathrooms, featuring resort amenities including two heated swimming pools, a hot tub, fitness centre, tennis/pickleball courts, and direct beach access.
Less Than 7 Minute Walk To Siesta Key Beach. - Siesta Key, FL
10 5 reviews

Less Than 7 Minute Walk To Siesta Key Beach.

apartment, Siesta Key
This Siesta Key apartment, less than 800 metres from Siesta Beach and the marina, offers easy access to local restaurants and bars.
Sleeping eight guests, the self-catering property boasts three bedrooms, two bathrooms, a heated pool, beach cart, bicycles, and features a fully-equipped kitchen including a microwave and dishwasher, plus a screened lanai with a smart TV.
Luxury, Gulf Front Siesta Towers, Pool, Walk To Village - Siesta Key, FL
No reviews

Luxury, Gulf Front Siesta Towers, Pool, Walk To Village

apartment, Siesta Key
This waterfront condominium in Siesta Towers offers unparalleled Gulf of Mexico views and is a short 500-metre stroll from Siesta Key Village and minutes from Siesta Key Beach.
This luxurious, fully updated two-bedroom, two-bathroom apartment spans 133 square metres, accommodating up to four guests with Balinese furnishings, a gourmet kitchen, and access to a private dock and community swimming pool.
Crescent Royale, Siesta Key Beach, Best Beach Location, Great Pool, Ground Floor - Siesta Key, FL
9.8 151 reviews

Crescent Royale, Siesta Key Beach, Best Beach Location, Great Pool, Ground Floor

apartment, Siesta Key
This ground-floor Siesta Key condo is directly opposite Siesta Key Beach, offering immediate beach access and proximity to the Crescent Royale amenities and Siesta Key Village.
The 84 square metre apartment sleeps four, features a recently updated kitchen and bathroom with granite worktops and porcelain tiles, two large smart TVs, and includes beach chairs, umbrella, cooler, and cart for guest use.

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.

Popular destinations

Best Siesta Key, FL accommodation with a balcony

Tiny House Green Lifeguard Stand - Sleeps 5 - Siesta Key, FL
9.5 153 reviews

Tiny House Green Lifeguard Stand - Sleeps 5

house, Gulf Gate Estates
This house is located in Gulf Gate Estates, just under 2 kilometres from Gulf Gate Mall and Crescent Beach, and 2.4 kilometres from Siesta Key Beach. It has received excellent ratings for its location, cleanliness, and overall experience.
The house has two bedrooms and one bathroom, suitable for up to five guests. It offers modern amenities such as air conditioning, a fully equipped kitchen, a garden, parking, and Wi-Fi, as well as a patio with barbecue grills.
Anchorage Resort 2 Bedroom Condo On Siesta Key - Siesta Key, FL
9.2 165 reviews

Anchorage Resort 2 Bedroom Condo On Siesta Key

apartment, Siesta Key
This Siesta Key apartment is ideally located just a short walk from Siesta Key Marina and Crescent Beach, offering easy access to the area's best attractions. Guests consistently rate the apartment highly for its excellent location, cleanliness, and overall experience.
The apartment features a comfortable layout with two bathrooms, a balcony, and a TV. It also provides a range of amenities, including a kitchen with a fridge, microwave, and dishwasher, a swimming pool, a jacuzzi, a fitness centre, and a tennis court, ensuring a relaxing and enjoyable stay.
Lake View Apartment - Siesta Key, FL
10 11 reviews

Lake View Apartment

apartment, Siesta Key
This Siesta Key apartment is situated near Crescent Beach, a short walk (less than 1 km) from local restaurants and bars, offering easy access to Siesta Key's attractions.
The one-bedroom, one-bathroom flat sleeps two guests and features a spacious kitchen-living area, screened patio, and stunning lake views; nearby activities include visiting Mote Marine Laboratory & Aquarium and Marie Selby Botanical Gardens (driving distances will vary).
Heated Pool 3 Bed 2 Bath Walk To Village And Beach - Siesta Key, FL
9.7 88 reviews

Heated Pool 3 Bed 2 Bath Walk To Village And Beach

house, Siesta Key
This Siesta Key house is situated just under 3 kilometres from Siesta Key Beach, and within 5 kilometres of both Shell Beach and Crescent Beach. It is located in Siesta Key Village, a quiet and relaxing area, offering a peaceful retreat from the hustle and bustle of more crowded areas. Guests have rated this property excellent for location, cleanliness and overall experience.
The property is a 6-bedroom house that provides ample space for large families or groups of friends. It offers modern amenities, including free Wi-Fi, a fully equipped kitchen, a private pool, a fenced private yard, and barbecue grills.

Best Siesta Key, FL accommodation with a kitchen

Floor-to-ceiling Siesta Key Views, Steps To Beach! - Siesta Key, FL
9.0 89 reviews

Floor-to-ceiling Siesta Key Views, Steps To Beach!

apartment, Siesta Key
This apartment is located directly on Siesta Key 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. The property has excellent user, location and cleanliness ratings.
The apartment is a 2-bedroom property with 112 square metres of floor space. It offers a range of amenities including a swimming pool, tennis court, garden, terrace, free parking and Wi-Fi, as well as a fully equipped kitchen and air conditioning.
Near Beach.  Pool View.   King Bed.  Daily Rentals - Siesta Key, FL
9.6 278 reviews

Near Beach. Pool View. King Bed. Daily Rentals

apartment, Siesta Key
This one-bedroom apartment is located just 0.7 miles from the renowned Siesta Key Beach, and within a 10-minute walk of Siesta Key Marina and Crescent Beach. It enjoys a peaceful setting close to the beach and marina, with easy access to local attractions. User, location, and cleanliness ratings are all excellent.
The apartment has a modern kitchen with a fridge and microwave, a patio, and a TV. It comfortably accommodates two guests and provides a range of amenities including internet access, a swimming pool, and parking.
Jamaica Royale Villa: Modern 1br Retreat  Sleeps 6 With Private Beach Access And Vip Perks Daily! - Siesta Key, FL
9.6 52 reviews

Jamaica Royale Villa: Modern 1br Retreat Sleeps 6 With Private Beach Access And Vip Perks Daily!

apartment, Siesta Key
This beachfront Siesta Key apartment, a short 1.6km walk from Siesta Key Beach and St Boniface Episcopal Church Labyrinth, offers easy access to Crescent Beach and Siesta Key Marina within 3.2km.
The 68 square metre, one-bedroom, one-bathroom flat sleeps six guests and includes a fully equipped kitchen, private patio, swimming pool, tennis court, free Wi-Fi, and in-unit laundry facilities.
Dolphin Villa | Pool | Steps To Siesta Key Village - Siesta Key, FL
9.6 55 reviews

Dolphin Villa | Pool | Steps To Siesta Key Village

apartment, Siesta Key
This one-bedroom apartment is situated in Siesta Key Village, a short walk (less than 0.5km) from Siesta Key Crescent Beach and numerous shops and restaurants.
The 800 sq ft self-catering flat sleeps four, offering a fully equipped kitchen, shared pool access, beach chairs and towels, and smart TVs; shared laundry facilities are also available.
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