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5928 Lodgings in Siesta Key, FL
9.7 136 reviews
Siesta Key, FL
07/01 – 07/04
$330/nighttotal: $990 (3 )
343 Canal Rd - Siesta Key Village Condo
2 2
apartment , Siesta Key
This Siesta Key condo is located one block from Siesta Key Village, offering easy access to shops and restaurants. The 950-square-foot, two-bedroom, two-bathroom unit features a fully equipped kitchen, a large patio with a hammock, and access to a pool with a Tiki bar; beach essentials including towels, chairs, and umbrellas are provided.
9.0 70 reviews
Siesta Key, FL
08/08 – 08/15
$140/nighttotal: $980 (7 )
Bayside Paradise On Siesta Key Awaits You! Ready To Relax?
2 4
apartment , Siesta Key
This Siesta Key condo rental is conveniently located less than a mile from Siesta Key Marina and within a 15-minute walk of both Siesta Key Beach and Crescent Beach. This 690-square-foot apartment sleeps four guests, boasting two bedrooms, one bathroom, a fully equipped kitchen, in-unit laundry, a patio, and access to a pool, spa, tennis court, and barbecue grills.
9.5 112 reviews
Siesta Key, FL
09/06 – 09/13
$213/nighttotal: $1491 (7 )
Bay Oaks Ground Floor
2 2
house , Siesta Key
This Siesta Key vacation rental is located just a short walk from both Crescent Beach and Siesta Key Beach, offering easy access to the area's famous white sand beaches. The property has received excellent ratings for its location, cleanliness, and overall user experience. The 860-square-foot home features a comfortable living space with a fully equipped kitchen, a private balcony, and a swimming pool. Enjoy amenities like free Wi-Fi, a washing machine, and a private parking space.
10 14 reviews
Siesta Key, FL
07/17 – 07/24
$534/nighttotal: $3738 (7 )
Pineapple On Siesta Key
3 8
apartment , Siesta Key
This canal-front house in Siesta Key is a 5-minute walk from Siesta Key Village and minutes from Siesta Key Beach, the #1 beach in the US. This 12,920 square foot residence accommodates up to 10 guests with 3 bedrooms and 4 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, garden, and parking.
10 3 reviews
Siesta Key, FL
07/08 – 07/14
$281/nighttotal: $1686 (6 )
Bayfront 2br Siesta Key - Beach Access - Gbb 1382
2 4
apartment , Siesta Key
This 2-bedroom, 2-bathroom condo in Gulf & Bay Club Bayside offers breathtaking bay views on the bayside of Siesta Key, providing waterfront living with easy access to Siesta Key's beaches. This residence accommodates up to 4 guests and features a full kitchen, air conditioning, and access to a swimming pool, garden, and fitness center, managed by Gulf Coast Vacation Rentals.
9.9 35 reviews
Siesta Key, FL
08/06 – 08/08
$2247/nighttotal: $4494 (2 )
240 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 8
house , Siesta Key
Villa Champagne, located in Siesta Key, Florida, offers a short walk to Siesta Key Beach and is less than two miles from Siesta Key Village. This 2,580-square-foot vacation rental boasts four bedrooms, three bathrooms, sleeps eight, and includes a private heated pool, spa, two kayaks, and beach gear.
9.7 6 reviews
Siesta Key, FL
06/22 – 07/08
$235/nighttotal: $3760 (16 )
Harbor Towers – Bayfront Luxury With Pool & Tennis
1 6
apartment , Siesta Key
This 3-bedroom, 2-bathroom condo at Harbor Towers Yacht & Racquet Club offers 6th-floor panoramic Gulf of Mexico and Sarasota Bay views, located in a secure, gated waterfront community on Siesta Key, just a 7-10 minute walk to Siesta Beach and close to Siesta Key Village. This chef-inspired kitchen condo provides direct water views from every bedroom, resort-style amenities including a heated pool and tennis courts, and on-site perks like a fitness center and sauna, perfect for guests seeking a waterfront vacation rental.
9.8 67 reviews
Siesta Key, FL
07/05 – 07/12
$311/nighttotal: $2177 (7 )
Siesta Key Condo.. Great Location - Gulf And Bay Club Bayside
1 5
apartment , Siesta Key
This Siesta Key apartment is located within a 15-minute walk of St. Boniface Episcopal Church Labyrinth and Siesta Key Beach, and within 2 miles of Crescent Beach and Siesta Key Marina, placing you in the heart of all the action. This property boasts excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay. The apartment spans 1280 square feet and comfortably accommodates up to 6 guests in its two bedrooms and two bathrooms. Enjoy the convenience of a fully equipped kitchen, a washer and dryer, a patio, and a Smart TV, as well as access to a swimming pool, a jacuzzi, a sauna, a fitness center, a tennis court, and a garden, offering a range of activities for all.
Siesta Key, FL
06/20 – 06/27
$201/nighttotal: $1407 (7 )
Casa Siesta 2
2 1
apartment , Siesta Key
Casa Siesta 2, a private house in Siesta Key's Point O'Rocks district, is a 5-minute walk to Crescent Beach and 11 miles from the John and Mable Ringling Museum of Art. This 600 sq ft rental accommodates up to 7 guests, featuring a full kitchen with an oven, air conditioning, a private balcony, and outdoor seating.
9.8 52 reviews
Siesta Key, FL
09/06 – 09/13
$263/nighttotal: $1841 (7 )
Siesta Key - 2br - Beachfront Condo On Crescent Beach - Heated Pool - Tennis Ct
2 2
apartment , Siesta Key
This Siesta Key apartment is located just a short walk from Crescent Beach and Siesta Key Beach, offering easy access to the island's famous white sands and turquoise waters. It has earned excellent user and location ratings, and a very good cleanliness rating. The 1300 square foot apartment features two bedrooms and two bathrooms, comfortably accommodating up to six guests. It offers a fully equipped kitchen, a private terrace, a swimming pool, a sauna, and a spa, ensuring a relaxing and enjoyable stay.
9.6 7 reviews
Siesta Key, FL
06/17 – 06/26
$316/nighttotal: $2844 (9 )
Our House At The Beach C-220 Perfect Getaway!
2 6
apartment , Siesta Key
This Siesta Key vacation home is located just a mile from St. Boniface Episcopal Church Labyrinth and Siesta Key Beach, and within two miles of Crescent Beach and Siesta Key Marina, offering easy access to the area's top attractions. The property has earned an excellent user rating, indicating a high level of satisfaction from previous guests. The 1360 square foot home features two bedrooms and two bathrooms, providing ample space for a family or group of friends. Enjoy the convenience of a fully equipped kitchen, laundry facilities, and a relaxing outdoor space with a terrace, garden, swimming pool, and spa.
9.0 88 reviews
Siesta Key, FL
06/20 – 06/27
$345/nighttotal: $2415 (7 )
Spacious 5th-floor Condo With Floor-to-ceiling Views | Steps To Siesta Key Beach | Pool & Amenities!
2 6
apartment , Siesta Key
This Siesta Key condo is located directly on the beach, just a short walk from St. Boniface Episcopal Church Labyrinth and Siesta Key Beach. The apartment has earned excellent ratings for location, cleanliness, and overall user experience. This two-bedroom apartment offers 1210 square feet of living space. Guests can enjoy a range of amenities, including a swimming pool, tennis court, and a private balcony, as well as free Wi-Fi and parking.
Top Lodgings with a Pool in Siesta Key, FL
A lodging with a swimming pool near the water in Siesta Key, FL is a brilliant base for a refreshing swim to complement your day.
9.8 80 reviews
Siesta Key, FL
06/19 – 06/21
$408/nighttotal: $816 (2 )
Charming Coastal Oasis 2bed/2 Bath Cottage Close To Beach And Downtown-southgate
3 6
cottage , Southgate
This Southgate cottage is conveniently located near Coconuts Family Entertainment Center, Sarasota Memorial Hospital, and Bee Ridge Park, making it a great option for families or groups visiting the area. The cottage has received excellent user ratings, indicating a comfortable and enjoyable stay. The cottage has two bedrooms and two bathrooms, comfortably sleeping up to six guests. Guests can enjoy amenities like a private pool, spa tub, fully equipped kitchen, and a peaceful garden with barbecue grills.
9.7 189 reviews
Siesta Key, FL
07/13 – 07/17
$344/nighttotal: $1376 (4 )
Siesta Key Dream Vacation
2 2
apartment , Siesta Key
This Siesta Key apartment is located just a short walk from Crescent Beach and a quick drive to Siesta Key Beach, offering easy access to the area's most popular attractions. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience. The 1400 square foot apartment comfortably accommodates up to 6 guests with two bedrooms. Enjoy a private pool, city views, a fully equipped kitchen, outdoor living spaces, streaming services, a washer and dryer, and free private parking.
9.8 107 reviews
Siesta Key, FL
08/15 – 08/22
$367/nighttotal: $2569 (7 )
Siesta Bayside Condo
2 6
house , Siesta Key
This pet-friendly Siesta Key vacation rental is located just a 9-minute walk from Crescent Beach and a short drive from Siesta Key Beach, the Ringling Museum, and the Sarasota Opera. This 1,260-square-foot vacation home includes amenities such as a private swimming pool, tennis court, and a fully equipped kitchen with a dishwasher.
9.9 135 reviews
Siesta Key, FL
07/05 – 07/12
$409/nighttotal: $2863 (7 )
Direct Siesta Key Beachfront Condo!
2 5
apartment , Siesta Key
This Siesta Key beachfront condo is centrally located in Siesta Key's central district, within one mile of Siesta Key Beach Playground and Siesta Key Beach, offering easy access to St. Boniface Episcopal Church Labyrinth and the Siesta Key Farmers Market. This 1,250-square-foot rental boasts two bedrooms, two bathrooms, and accommodates up to six guests, featuring a fully equipped kitchen, in-unit fireplace, free WiFi, a DVD player, a private terrace/balcony, and access to a swimming pool, jacuzzi, fitness center, and tennis court.
Best family friendly Siesta Key, FL lodging
Among the 5928 accommodations in Siesta Key, FL, here are the 4 best for families
9.8 71 reviews
Siesta Key, FL
09/06 – 09/13
$307/nighttotal: $2149 (7 )
Siesta Key 2 Br Villa With Pool Access Located In Polynesian Gardens
2 5
apartment , Siesta Key
This single-story villa is located in the quiet Polynesian Gardens community on Siesta Key, just a short walk from the beach and less than a mile from Siesta Beach. The property consistently receives excellent ratings for its cleanliness, location, and overall experience. This two-bedroom, one-bathroom vacation rental comfortably sleeps five guests. Enjoy amenities like a private backyard, access to a large heated pool, a private dock, and beach supplies for a relaxing and enjoyable stay.
This Siesta Key apartment rental is conveniently located less than a mile from Siesta Key Beach, the Siesta Key Beach Playground, and the Siesta Key Farmers Market. The three-bedroom, two-bathroom unit sleeps up to 10 guests and boasts a fully equipped kitchen, private terrace, swimming pool, on-site water park, and barbecue grills, perfect for families or large groups.
This beachfront apartment is located just a 6-minute walk from Crescent Beach and a 1 km walk from Siesta Key Beach, offering easy access to the area's stunning beaches. The apartment has received excellent ratings for user experience, location, and cleanliness. The 1430 square foot apartment comfortably accommodates up to 6 guests in its two bedrooms. Enjoy a range of amenities, including a fully equipped kitchen, a washing machine, a terrace, a swimming pool, a jacuzzi, a sauna, a spa, a fitness center, a tennis court, and free Wi-Fi.
10 23 reviews
Siesta Key, FL
07/12 – 07/14
$414/nighttotal: $828 (2 )
Charming Chic Getaway - 2 Min. Walk To Beach, Restaurants, & Shops
1 2
apartment , Siesta Key
This Siesta Key apartment rental is conveniently located near Siesta Key Beach, less than a mile from the Siesta Key Farmers Market, and within two miles of Irma Beach and the Siesta Key Beach Playground. This 550-square-foot condo features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, private patio, free Wi-Fi, and a Smart TV.
Frequently Asked Questions about accommodations in Siesta Key, FL
What are the must-see sites in or near Siesta Key, FL?
You definitely want to check out Siesta Key Beach, known for its super soft, sugar-white sand. If you're into history, the Siesta Key Historical Society Museum is a must-visit. For a beautiful view, head to the Siesta Key Drum Circle, a popular spot for watching the sunset.
What are the best accommodations in Siesta Key, FL?
The easiest way to get to Siesta Key is to fly into Sarasota Bradenton International Airport (SRQ) and then rent a car. You can also drive down from other parts of Florida. If you're coming from a different state, you can take a bus or train to Sarasota and then grab a taxi or ride-sharing service to Siesta Key.
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 paradise for outdoor lovers! You can swim, sunbathe, and play volleyball on the beach. If you want to get active, try kayaking, paddleboarding, or jet skiing. For a more relaxed experience, go for a walk or bike ride along the beach or explore the nearby nature trails.
What are the best accommodations with a jacuzzi in Siesta Key, FL?
When is the ideal time to plan a trip to Siesta Key, FL?
Siesta Key is a great place to visit year-round, but the best time to go is during the spring or fall when the weather is pleasant and the crowds are smaller. If you want to experience the beach at its busiest, come during the summer months. Just be prepared for higher prices and more people!
What are the best accommodations for families and kids in Siesta Key, FL?
What are the best walking or cycling routes in Siesta Key, FL?
The paved path along the beach is a popular spot for walking or biking. It runs for about 3 miles and offers beautiful views of the Gulf of Mexico. You can also explore the residential areas of Siesta Key, which are full of charming homes and lush landscaping. Don't miss the Siesta Key Village area for shops and restaurants.
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 just a short drive from Siesta Key and is known for its art scene, museums, and vibrant downtown area. You can also visit the charming town of Venice, famous for its beautiful beaches and shark teeth. If you want to explore the natural beauty of Florida, head to Myakka River State Park.
What are the best accommodations with parking in Siesta Key, FL?
What amenities can travelers expect from accommodations in Siesta Key, FL?
Siesta Key offers a wide range of accommodations, from budget-friendly motels to luxurious resorts. You can find hotels, condos, vacation rentals, and even campgrounds. Most accommodations offer amenities like swimming pools, fitness centers, and restaurants. Some even have private beaches or boat docks.
Destinations nearby
Best Siesta Key, FL accommodation with a balcony
9.2 140 reviews
Siesta Key, FL
07/12 – 07/14
$804/nighttotal: $1608 (2 )
House Of Sun Siesta Key Crescent Beach
2 2
house , Siesta Key
The House of Sun Siesta Key Crescent Beach is a beachfront home located just a 4-minute walk from Crescent Beach and a short drive from Turtle Beach, offering a peaceful escape with easy access to Siesta Key's famous white sand shores. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The two-bedroom vacation rental spans 1350 square feet and features a well-equipped kitchen, a private pool, a tennis court, and a terrace with stunning ocean views, providing everything you need for a relaxing and memorable vacation.
9.8 3 reviews
Siesta Key, FL
06/20 – 06/27
$293/nighttotal: $2051 (7 )
Firethorn 722 - 2 Bedroom Condo With Private Beach With Lounge Chairs & Umbrella Provided, 2 Poo...
2 2
apartment , Siesta Key
This recently remodeled 2-bedroom, 2-bathroom condo is located directly on the canal in the South Village district of Siesta Key, offering convenient access to Siesta Key Beach, Crescent Beach, and St. Armands Circle, which is a short drive away. Enjoy direct canal-front views, complimentary daily beach chair and umbrella setup on a world-famous white-sand beach, an in-unit washer and dryer, a private balcony, and access to a heated pool and fitness room, with water sports readily available.
10 3 reviews
Siesta Key, FL
06/21 – 06/28
$197/nighttotal: $1379 (7 )
124 M² Condo ∙ 2 Bedrooms ∙ 6 Guests
2 3
apartment , Siesta Key
This waterfront condo in Bay Oaks, Siesta Key, offers direct access to Siesta Beach, located 0.6 miles from Beach Access #12, and is just 0.3 miles from Crescent Beach Market and local dining. This 1320 sq ft apartment accommodates up to 8 guests with 2 bedrooms and 2 bathrooms, featuring a private balcony, community pool, tennis and pickleball courts, a fishing dock, and convenient access to the Siesta Key Breeze Trolley.
10 1 review
Siesta Key, FL
01/01 – 03/31
$360/nighttotal: $32040 (89 )
Hidden Gem With Private Beach, Walk To Siesta Key Village
2 2
apartment , Siesta Key
This Gulf-front villa on Siesta Key is located in a quiet community just blocks from Siesta Key Village, offering direct access to a private white sandy beach and stunning sunset views. This 1470 square foot residence accommodates up to 4 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, a patio overlooking a lake, a swimming pool, and a spa, all within proximity to Siesta Key Beach and Crescent Beach.
Neighborhoods and points of interest in Siesta Key, FL
Best Siesta Key, FL accommodation with a kitchen
9.6 89 reviews
Siesta Key, FL
10/03 – 10/31
$171/nighttotal: $4788 (28 )
Harbor Towers 3rd Floor, Bay Views
2 2
house , Siesta Key
Harbor Towers 1 Bedroom Pool View is located in Siesta Key, just a short walk from Crescent Beach and less than a mile from Siesta Key Beach, offering easy access to the area's most popular attractions. This rental has earned excellent ratings for location, cleanliness, and user experience. This comfortable vacation rental features a modern kitchen, a private balcony, and a swimming pool. Guests can enjoy a variety of amenities, including free Wi-Fi, a fitness center, a tennis court, and on-site parking.
9.1 74 reviews
Siesta Key, FL
08/01 – 08/08
$217/nighttotal: $1519 (7 )
Budget Friendly Beachside Vacation Rental With Private Beach Access
1 4
apartment , Siesta Key
This Siesta Key rental is located just a mile from the famous Siesta Key Beach, offering easy access to the island's white sand and calm waters. Guests have rated this apartment as excellent, making it a popular choice for travelers. The apartment is well-equipped with everything you need for a comfortable stay, including a full kitchen, a flat-screen TV, and free Wi-Fi. You can enjoy the on-site pool, relax on the beach, or explore nearby attractions like St. Boniface Episcopal Church Labyrinth and Siesta Key Marina.
9.9 81 reviews
Siesta Key, FL
08/22 – 09/05
$159/nighttotal: $2226 (14 )
Siesta Key Beach Ideal Location Beach, Village, Heated Pool
1 3
apartment , Siesta Key
This family-friendly apartment building is located on the waterfront in Siesta Key, within walking distance of Siesta Key Beach and St. Boniface Episcopal Church Labyrinth. The apartment has received excellent ratings for location, cleanliness, and user experience. This one-bedroom apartment offers 800 square feet of space and can comfortably accommodate up to four guests. Enjoy a range of amenities including a swimming pool, fitness center, sauna, and tennis court, as well as a fully equipped kitchen and a balcony for relaxing.
9.0 9 reviews
Siesta Key, FL
07/21 – 07/26
$218/nighttotal: $1090 (5 )
Book Me Baby! Siesta Paraiso Condo With Pool ~ Siesta Key Bay Oaks
1 4
apartment , Siesta Key
This Siesta Key condo, located in the Bay Oaks complex, offers convenient access to Siesta Key Beach via trolley and is a short tram ride from Siesta Key Village. The 750-square-foot unit features one bedroom, one bathroom, sleeps four, and includes a full kitchen, a terrace, and access to a pool, spa, and on-site amenities like tennis and pickleball courts and a fishing pier.
