Search accommodations in Siesta Key, FL

7940 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Siesta Key, FL accommodations
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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

Voco Sarasota By Ihg - Siesta Key, FL
8.8 1310 reviews

Voco Sarasota By Ihg

resort, Sarasota
Hotel Indigo - Sarasota, An Ihg Hotel is conveniently located near Sarasota-Bradenton International Airport, just a short drive from Lido Beach and the Ringling Museum of Art. The hotel has received excellent ratings for its location, cleanliness, and overall guest experience.
The accommodation features bright, comfortable rooms with hardwood floors and unique wall murals. Guests can enjoy a range of amenities, including a swimming pool, Jacuzzi, fitness centre, restaurant, bar, and free parking.
Lulu's Cozy Beach Cottage #2 | 5 Min. Walk To Beach | Dog Ok | Pool | $185 Free Activities Daily! - Siesta Key, FL
10 36 reviews

Lulu's Cozy Beach Cottage #2 | 5 Min. Walk To Beach | Dog Ok | Pool | $185 Free Activities Daily!

apartment, Siesta Key
This Siesta Key apartment is centrally located, less than 1.6km from Point of Rocks and Crescent Beach, and within 3.2km of Siesta Key Beach and Turtle Beach.
This 91 square metre, three-bedroom, two-bathroom condo sleeps six, boasting a fully equipped kitchen, free Wi-Fi, a terrace, swimming pool, tennis court, and parking, plus nearby barbecue grills.
Private Modern Siesta Key Paradise - Siesta Key, FL
10 3 reviews

Private Modern Siesta Key Paradise

apartment, Siesta Key
This eight-bedroom, nine-bathroom holiday flat in Siesta Key offers three distinct units, ideal for large groups of up to 16 guests, located just 100 metres from Siesta Key Beach, a mere 300 metres walk from local eateries.
Guests can enjoy a private swimming pool, multiple outdoor entertainment spaces with two outdoor televisions and three gas grills, and in-unit comforts including televisions in every bedroom and bidets on most toilets, all complemented by high-speed Wi-Fi and premium Aveda toiletries.
Spacious 2br Close To World-famous Sand Beach Club - Siesta Key, FL
9.2 107 reviews

Spacious 2br Close To World-famous Sand Beach Club

apartment, Siesta Key
The Beach Club At Siesta Key #102a Resort By Rva is conveniently located on Siesta Key, within a mile of Crescent Beach and Siesta Key Beach, and a 15-minute drive from Siesta Key Marina and Point of Rocks. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom apartment can accommodate up to six guests and offers a fully equipped kitchen, a comfortable living area, and two bathrooms. Guests can enjoy amenities such as a swimming pool, a Jacuzzi, a tennis court, and barbecue grills, as well as free Wi-Fi and parking.

Best family friendly Siesta Key, FL lodging

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

Siesta Dreaming At Sandy Toes - Siesta Key, FL
No reviews

Siesta Dreaming At Sandy Toes

house, Siesta Key
This Sarasota villa offers a prime location, just a 5-minute walk from Crescent Beach and within 11.9 kilometres of the John and Mable Ringling Museum of Art and 19.3 kilometres from the Sarasota International Convention Centre.
This family-friendly holiday home, spanning 204 square metres, accommodates up to 15 guests with its one bedroom, three bathrooms, a fully equipped kitchen, air conditioning, a year-round outdoor swimming pool, a terrace, a garden, and private parking, plus exclusive access to a private beach area and complimentary WiFi.
6415 Midnight Pass #202 - Siesta Key, FL
No reviews

6415 Midnight Pass #202

house, Siesta Key
6415 Midnight Pass #202, a Siesta Key holiday home, is conveniently located a 1.1km walk from Crescent Beach, 2.6km from Turtle Beach, and 2.9km from Siesta Key Beach.
This 116 square metre property boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a private balcony, swimming pool, jacuzzi, sauna, spa, fitness centre, tennis court, and free Wi-Fi.
Anchorage Resort Top Floor 2 Bdrm Condo - Siesta Key, FL
9.4 46 reviews

Anchorage Resort Top Floor 2 Bdrm Condo

apartment, Siesta Key
This Siesta Key apartment is situated near Crescent Beach, a 10-minute walk from Siesta Key Marina and less than 1.6km from Siesta Key Beach.
The 116 square metre property boasts two bedrooms, two bathrooms, accommodates six guests, and offers amenities including a swimming pool, tennis court, and free Wi-Fi.
3-bed 2-bathroom Siesta Key Townhome Close To Village,beaches, City And Airport - Siesta Key, FL
9.0 31 reviews

3-bed 2-bathroom Siesta Key Townhome 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.

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

Crescent Beach Escape  2br Beachfront Condo On Siesta Key Steps To The Sand! - Siesta Key, FL
9.8 162 reviews

Crescent Beach Escape 2br Beachfront Condo On Siesta Key Steps To The Sand!

apartment, Siesta Key
This Siesta Key beachfront apartment offers direct beach access, is within a 2.4km walk of Crescent Beach and Siesta Key Beach, and 3.5km from Turtle Beach.
The 111 square metre property sleeps six, boasting two bedrooms, two bathrooms, a fully equipped kitchen, private balcony, free Wi-Fi, and access to a swimming pool and laundry facilities.
Star Fish. 3 Bed 2 Bath. Pool. Daily Rentals - Siesta Key, FL
9.6 268 reviews

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

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.
Luxury Zen Den With Heated Pool Just Off Siesta Key - Siesta Key, FL
9.4 644 reviews

Luxury Zen Den With Heated Pool Just Off Siesta Key

apartment, Siesta Key
The Zen Den is a comfortable apartment located in Sarasota, just 6 miles from the beautiful beaches of Siesta Key and a short drive from the Ringling Museum of Art. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment offers a fully equipped kitchen, a private pool with scenic views, and a relaxing outdoor patio. Guests can enjoy amenities such as free Wi-Fi, private parking, and a sun terrace, making it an ideal choice for families and couples seeking a peaceful and convenient stay.
Newly Refurnished Tropical Townhouse - Watch Dolphin In The Bay, Fish From The Docks! Unit B62 - Siesta Key, FL
8.8 27 reviews

Newly Refurnished Tropical Townhouse - Watch Dolphin In The Bay, Fish From The Docks! Unit B62

apartment, Siesta Key
This Siesta Key house is located just a 15-minute walk from two of the island's most popular beaches, Siesta Key Beach and Crescent Beach, and within 2 kilometres of Siesta Key Marina and St. Boniface Episcopal Church Labyrinth. It has received very good user ratings.
The property is a 2-bedroom, 3-bathroom home with a floor area of 113 square metres, offering accommodation for up to 6 guests. Amenities include a swimming pool, tennis court, a garden, a terrace, and a fully equipped kitchen, allowing you to enjoy the Florida sunshine and make the most of your Siesta Key stay.

Best Siesta Key, FL accommodation with a kitchen

2 Bedroom Unit With Pool - 2 Min Walk To Siesta Beach - Siesta Key, FL
10 2 reviews

2 Bedroom Unit With Pool - 2 Min Walk To Siesta Beach

apartment, Siesta Key
This Siesta Key flat is located a short walk from Siesta Key Public Beach and 13 minutes on foot from Siesta Key Beach Playground.
This 93 square metre holiday home accommodates up to 10 guests and offers a swimming pool, hot tub, on-site parking, and a well-equipped kitchen.
Salt & Sun Siesta - Siesta Key, FL
8.7 3 reviews

Salt & Sun Siesta

house, Siesta Key
Salt & Sun Siesta is a holiday flat located in Sarasota, a 5-minute walk from Crescent Beach and 17.7 kilometres from the John and Mable Ringling Museum of Art.
This 90 square metre apartment offers air-conditioned comfort for up to 7 guests, featuring 2 bedrooms, 2 bathrooms, a private terrace, an on-site restaurant, and an outdoor swimming pool.
Siesta Key Paradise On A Canal W/beach Access! - Siesta Key, FL
10 1 review

Siesta Key Paradise On A Canal W/beach Access!

apartment, Siesta Key
This two-bedroom, two-bathroom apartment in Siesta Key offers a harbour view and is situated directly opposite Crescent Beach, providing central access to the Intracoastal Waterway and the Gulf of Mexico.
Guests can enjoy amenities including a heated swimming pool, spa, saunas, a library, and an exercise room, with a grilling area and outdoor shower available, within an active 55+ community that requires a minimum one-month stay.
Cozy Coastal Getaway - 2 Min Walk To Beach & Village, Shops & Restaurants - Siesta Key, FL
10 27 reviews

Cozy Coastal Getaway - 2 Min Walk To Beach & Village, Shops & Restaurants

apartment, Siesta Key
This Siesta Key apartment, located less than 1.6km from Siesta Key Farmers Market and Siesta Key Beach, and within 3.2km of Irma Beach and Siesta Key Beach Playground, offers easy access to the island's attractions.
The 51-square-metre self-catering flat features one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and parking.
©2026 cozycozy.com