5754 Vacation rentals and Airbnb in Siesta Key, FL
9.9 44 reviews
Siesta Key, FL
03/07 – 08/07
₹28408/nighttotal: ₹142040 (5 )
Your Beachside King Suite Retreat!
1 2
apartment , Siesta Key
This Siesta Key beachfront flat is a three-minute walk (less than 0.5 km) from Siesta Key Beach and directly opposite numerous restaurants and shops. The one-bedroom, two-bathroom apartment sleeps four guests and features a microwave, dishwasher, air conditioning, private patio, BBQ facilities, on-site parking, and access to a community swimming pool and outdoor shower.
9.7 78 reviews
Siesta Key, FL
09/07 – 11/07
₹272915/nighttotal: ₹545830 (2 )
Peacock Villa | Spacious Outdoor Area, Cabana Room, Heated Pool, & Steps To Siesta Key Beach!
3 4
apartment , Siesta Key
This Siesta Key home is located just a mile from the famous Siesta Key Beach, known for its soft, white sand and calm waters, and within easy reach of other beaches like Irma and Crescent. It has received excellent user ratings, making it a popular choice for travellers. This six-bedroom property comfortably accommodates large families or groups, and includes a sofa bed for extra guests. It features a private swimming pool, a tennis court, a garden, and a game room, alongside modern amenities such as a fully equipped kitchen and free Wi-Fi.
10 6 reviews
Siesta Key, FL
14/07 – 11/08
₹14929/nighttotal: ₹418012 (28 )
Siesta Key Remodeled 2bed/2bath
1 3
apartment , Siesta Key
This Siesta Key apartment is situated a short walk from Siesta Public Beach and Siesta Key Village, offering easy access to restaurants, shops, and the Intracoastal Waterway. The two-bedroom, two-bathroom condo boasts a recently remodelled kitchen and bathrooms, sleeps four guests, and features on-site amenities including a swimming pool, hot tub, fitness centre, and kayaks, with direct Intracoastal Waterway views from its screened balcony.
9.5 208 reviews
Siesta Key, FL
24/06 – 28/06
₹17612/nighttotal: ₹70448 (4 )
Siesta Shores: Shoreline Suite - Ground Flr- King
1 2
apartment , Siesta Key
This ground-floor Siesta Shores apartment, a short 0.6-kilometre stroll from Crescent Beach on Siesta Key, offers easy access to local restaurants and bars. The self-catering flat sleeps four, featuring a king-size bed and sofa bed, a full kitchen, 75" Smart TV, free Wi-Fi, and complimentary kayaks and paddleboards for exploring Sarasota Bay; private amenities include a coded keypad entry, private porch, and access to a shared heated pool.
9.7 119 reviews
Siesta Key, FL
23/07 – 26/07
₹29783/nighttotal: ₹89349 (3 )
Siesta Key Beach (Ohab) Townhouse #1 Beach
2 4
apartment , Siesta Key
This Siesta Key beachfront townhouse, a 1400 sq ft (approximately 130 sq m) property, enjoys a prime location directly opposite Siesta Key's main beach, a 15-minute walk from various local restaurants. The split-level dwelling offers two bedrooms, two bathrooms, sleeping up to five guests, and features a newly remodelled kitchen and master bathroom, private balconies, a shared garage, pool access, and beach equipment.
8.8 69 reviews
Siesta Key, FL
25/10 – 01/11
₹20383/nighttotal: ₹142681 (7 )
Beach Getaway Steps From The Sand W/ Shared Pool, Fast Wifi & Parking
1 2
apartment , Siesta Key
This Siesta Key Village flat is less than 3.2km from Siesta Key Beach and Irma Beach, and within 4.8km of Shell and Crescent Beaches, offering easy access to Siesta Key's renowned sands. The 29 square metre self-catering apartment sleeps two, and includes a kitchen with fridge and microwave, plus amenities such as free Wi-Fi, parking, a washing machine, and a swimming pool.
9.6 16 reviews
Siesta Key, FL
04/07 – 08/07
₹35320/nighttotal: ₹141280 (4 )
Palm Shade Cottage | Access To Pool, Walk To Beach
1 4
apartment , Siesta Key
Palm Shade Cottage, a Siesta Key duplex, is situated just 0.16 km from the renowned Siesta Key Beach and a short walk from Siesta Key Village. This one-bedroom self-catering property sleeps four, boasting two bathrooms, a well-equipped kitchen with washer/dryer, a shared heated pool (heated November 15th–April 15th), and beach essentials provided; guests also benefit from access to a shared gas BBQ and island shuttle transport.
9.3 140 reviews
Siesta Key, FL
15/08 – 19/08
₹36101/nighttotal: ₹144404 (4 )
Luxury Condo Steps From Siesta Key Beach & Village | Beach Gear | Smart Tvs & More!
2 5
apartment , Siesta Key
This Siesta Key apartment is located just 1.6 kilometres from Irma Beach and Siesta Key Beach, and 3.2 kilometres from Shell Beach, placing you in the heart of the bustling Siesta Key Village. It has excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment has two bedrooms and is 82 square metres in size. It offers a range of amenities including a swimming pool, parking, internet access, a kitchen with a fridge, microwave, and dishwasher, and air conditioning.
9.9 26 reviews
Siesta Key, FL
22/08 – 05/09
₹14955/nighttotal: ₹209370 (14 )
~ Stay 2 Weeks For The Price Of 1 At Harbor Towers ~
1 3
apartment , Siesta Key
This Siesta Key beachfront apartment, less than 1.6km from Siesta Key Beach and Crescent Beach, offers convenient access to Siesta Key Marina and St. Boniface Episcopal Church Labyrinth. The 107 square metre property comprises two bedrooms, two bathrooms, and sleeps six, boasting a fully equipped kitchen, private balcony, swimming pool, jacuzzi, fitness centre, tennis court, and parking, plus family-friendly amenities including a games room and barbecue grills.
9.3 230 reviews
Siesta Key, FL
06/07 – 13/07
₹26456/nighttotal: ₹185192 (7 )
Siesta Key Condo - On The Water !
1 4
apartment , Siesta Key
This Siesta Key apartment is ideally located just a short walk from Crescent Beach and a mile from Siesta Key Beach, making it a perfect base for exploring the island's beautiful beaches and vibrant atmosphere. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience. The apartment offers one bedroom and one bathroom, accommodating up to four guests comfortably within its 56 square metre space. Enjoy a fully equipped kitchen, private pool with stunning views, free Wi-Fi, and a range of amenities including fishing opportunities, a picnic area, and streaming services.
Condo# 417 Great Location! 1b/1b Unit Top Floor With Views Of Pool And Siesta Beach
1 3
apartment , Siesta Key
This Siesta Key apartment, less than 1.6km from Siesta Key Beach, offers convenient access to Siesta Key Beach Playground, St. Boniface Episcopal Church Labyrinth, and the Siesta Key Farmers Market. The 76 square metre one-bedroom, one-bathroom flat features a private pool, in-unit laundry, a fully equipped kitchen, and access to a shared fitness centre and game room; free Wi-Fi is available in communal areas.
Best family friendly Siesta Key, FL vacation rentals
Among the 5754 accommodations in Siesta Key, FL, here are the 4 best family friendly rentals
9.1 28 reviews
Siesta Key, FL
03/10 – 31/10
₹11900/nighttotal: ₹333200 (28 )
Recently Updated Cozy Siesta Key Beach Villa
1 2
house , Siesta Key
This family-friendly villa offers an unbeatable location directly across the road from Siesta Key Beach, the number one ranked beach in the USA, with immediate access to a community pool situated behind the property. This recently updated accommodation for six guests features two bedrooms and two bathrooms, complete with air conditioning, Wi-Fi, a fully equipped kitchen, and amenities such as beach towels, chairs, and pool noodles for your enjoyment.
9.6 346 reviews
Siesta Key, FL
12/07 – 18/07
₹30372/nighttotal: ₹182232 (6 )
Steps To Siesta Beach, Chic Studio, Pool & Patio
1 2
studio , Siesta Key
This one-bedroom apartment is located just 1.6 kilometres from Siesta Key Beach and 4.8 kilometres from Irma Beach, offering easy access to the area's beautiful beaches. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The 54 square metre apartment comfortably sleeps four guests and features a fully equipped kitchen, a private pool, and a terrace. Enjoy the convenience of a washing machine, air conditioning, and free Wi-Fi, along with access to a shared tennis court, garden, and barbecue facilities.
This family-friendly Siesta Key apartment is located less than 1.6km from Crescent Beach and Siesta Key Beach, and approximately 3.2km from Turtle Beach, offering easy access to these stunning stretches of sand. The self-catering property sleeps eight guests across two bedrooms and a sofa bed, boasting a fully equipped kitchen, swimming pool, fitness centre, and free Wi-Fi; on-site amenities include a water park and barbecue grills.
9.7 7 reviews
Siesta Key, FL
24/06 – 01/07
₹39411/nighttotal: ₹275877 (7 )
Coconut House Shared Heated Pool, Walk To Beach
3 6
apartment , Siesta Key
This Siesta Key duplex is situated just 0.16 km from Siesta Key Beach, offering easy access to Siesta Key Village. The three-bedroom, two-bathroom property sleeps six guests and includes a fully equipped kitchen, shared heated pool (heated November 15th to April 15th), beach essentials, and access to a shared gas BBQ; island shuttle transportation is also available.
Best Siesta Key, FL vacation rentals with a pool
Among the 5754 accommodations in Siesta Key, FL, here are the 4 best rentals with a pool
Siesta Key, FL
26/06 – 27/06
₹186020/nightfor 1 night
Bimini Breeze | Steps To Beach & Village
2 2
apartment , Siesta Key
This two-bedroom, two-bathroom flat offers immediate walkability to Siesta Key Beach, located less than 100 metres away, and is a mere 3-minute stroll to Siesta Key Village's dining and shopping district. This dog-friendly holiday let accommodates up to six guests and features a private resort-style swimming pool, a fully equipped kitchen with stainless-steel appliances, and includes beach chairs, towels, and a beach cart for your convenience.
9.9 147 reviews
Siesta Key, FL
01/07 – 04/07
₹34810/nighttotal: ₹104430 (3 )
Your Modern Beachside Getaway!
1 2
apartment , Siesta Key
This Siesta Key beachfront flat is a three-minute walk from Siesta Key Beach and directly opposite numerous restaurants and shops. The newly remodelled one-bedroom apartment sleeps four, boasting a modern kitchen, hotel-quality bed, and access to a communal pool, patio, courtyard, and barbecue area; on-site parking is also provided.
9.6 63 reviews
Siesta Key, FL
01/07 – 04/07
₹153179/nighttotal: ₹459537 (3 )
Casita Sun Star | Pet Friendly Home On Siesta Key, Heated Pool, Walk To Beach & South Village!
3 9
apartment , Siesta Key
This Siesta Key property is located within a mile of Crescent Beach and Siesta Key Beach, and 1.8 miles from Turtle Beach, offering easy access to the area's stunning beaches. The house has received excellent ratings for location, cleanliness, and overall user experience. This three-bedroom house comfortably accommodates a family or group of friends. Guests can enjoy a private pool, outdoor living space with a barbecue grill, and a fully equipped kitchen.
9.6 8 reviews
Siesta Key, FL
14/07 – 11/08
₹21825/nighttotal: ₹611100 (28 )
Condo# 303 Amazing View Of The Gulf!! Siesta Key At Its Best.
1 3
apartment , Siesta Key
This Siesta Key apartment is a five-minute walk from Siesta Key Beach and Playground, and less than 1.6km from the Siesta Key Farmers Market and St Boniface Episcopal Church Labyrinth. The 76 square metre self-catering flat offers one bedroom, one bathroom, sleeps four, and includes a private pool, in-unit laundry, and access to a fitness centre, arcade, and barbecue grills.
Frequently asked questions about holiday rentals in Siesta Key, FL
What are some interesting places to visit in or near Siesta Key, FL?
Siesta Key is known for its beautiful beaches, but there's more to see. You can visit the Siesta Key Drum Circle, a vibrant gathering of musicians and dancers, or explore the historic Siesta Key Village with its shops and restaurants. For a day trip, head to nearby Sarasota, home to the Ringling Museum and the John and Mable Ringling Museum of Art.
What are the best Airbnb and vacation rentals in Siesta Key, FL?
Which walking or cycling routes are the best in Siesta Key, FL?
The Siesta Key Beach Walk is a popular choice for strolling along the shore, while the paved path along the Siesta Key Bridge offers scenic views of the water. For a more challenging ride, try the Legacy Trail, a 12-mile paved path connecting Sarasota to Venice, which is perfect for cycling.
What are the most popular Airbnbs in Siesta Key, FL?
What sports or outdoor activites can visitors enjoy in and around Siesta Key, FL?
Siesta Key is a haven for water sports enthusiasts, with plenty of opportunities for swimming, sunbathing, kayaking, paddleboarding, and jet skiing. You can also try your hand at fishing, or take a boat trip to see dolphins and manatees. For a more active experience, visit the Siesta Key Beach Park, which offers volleyball courts and a playground.
What are the best vacation rentals with a pool in Siesta Key, FL?
What other towns or cities can be easily accessed from Siesta Key, FL?
Sarasota is just a short drive from Siesta Key, offering a variety of cultural attractions and dining options. You can also easily reach the charming town of Venice, known for its beautiful beaches and historic downtown area. For a longer day trip, consider visiting St. Petersburg, a vibrant city with a bustling waterfront.
What are the best rentals for families and kids in Siesta Key, FL?
What amenities are commonly available in vacation rentals in Siesta Key, FL?
Vacation rentals in Siesta Key typically offer a range of amenities, including private pools, hot tubs, and outdoor grills. Many also feature fully equipped kitchens, laundry facilities, and comfortable living spaces. Some rentals even offer direct beach access or stunning ocean views.
What are the best rentals or Airbnbs with a jacuzzi in Siesta Key, FL?
What time of year is best to rent a vacation rental Siesta Key, FL?
Siesta Key is a popular destination year-round, but the best time to visit depends on your preferences. For warm weather and sunny skies, visit during the spring or autumn. If you prefer cooler temperatures and fewer crowds, consider visiting during the winter months. However, keep in mind that hurricane season runs from June to November.
What are the local dishes in Siesta Key, FL region?
The Siesta Key region is known for its fresh seafood. Try the local catch of the day, grilled or fried, or indulge in a delicious seafood platter. You can also find traditional Southern dishes like fried chicken, collard greens, and sweet tea. Don't forget to try the key lime pie, a local favourite.
Destinations nearby
Best Siesta Key, FL holiday rentals with a balcony
9.5 399 reviews
Siesta Key, FL
25/10 – 01/11
₹19148/nighttotal: ₹134036 (7 )
Siesta Key, Sea Horse Villa, Pool. Daily Rentals
1 2
apartment , Siesta Key
This Siesta Key waterfront property offers easy access to Crescent Beach and Siesta Key Marina, both within a 1.6km walk, and is 4.8km from Siesta Key Beach and Turtle Beach. The one-bedroom, one-bathroom holiday home sleeps two guests and boasts a swimming pool, spa, and barbecue facilities, alongside a fully equipped kitchen including a fridge and microwave.
9.0 14 reviews
Siesta Key, FL
04/09 – 08/09
₹56494/nighttotal: ₹225976 (4 )
Sleeps 8 Steps To Siesta Key Beach Pool Bbq
2 8
apartment , Siesta Key
This Siesta Key Village holiday home is less than 1.6km from Siesta Key Beach and the Farmers Market, and within 3.2km of Siesta Key Beach Playground. Offering three bedrooms, four bathrooms, and sleeping up to eight guests, the property features a fully equipped kitchen, a balcony, barbecue grills, and free Wi-Fi; pets are welcome.
Siesta Key, FL
30/07 – 01/08
₹224413/nighttotal: ₹448826 (2 )
Salty Dog | Siesta Key Canal-front Escape!
6 7
apartment , Siesta Key
This canal-front townhome in Siesta Key is a 2-minute walk to Siesta Key Beach and a short distance from Siesta Key Village. This spacious six-bedroom, five-bathroom property accommodates up to fourteen guests and features a private heated pool, spa, rooftop deck, elevator access, and a shared dock with kayak and paddleboard amenities.
10 71 reviews
Siesta Key, FL
05/07 – 12/07
₹36812/nighttotal: ₹257684 (7 )
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.
Best Siesta Key, FL holiday rentals with parking
9.2 38 reviews
Siesta Key, FL
01/08 – 08/08
₹23855/nighttotal: ₹166985 (7 )
Walk To Beach: Condo W/ Pool & Patio In Sarasota!
2 5
house , Siesta Key
This apartment is located in Sarasota, just a short 6-minute walk from Crescent Beach and a 10-minute drive from Siesta Key, offering easy access to the beautiful beaches and vibrant nightlife of the area. The property has received excellent user ratings for cleanliness and location, indicating a comfortable and well-maintained stay. The apartment has two bedrooms, a living room, and a fully equipped kitchen, covering 84 square metres of space. Guests can enjoy a private patio, a refreshing swimming pool, and a spa, along with free Wi-Fi and parking.
10 3 reviews
Siesta Key, FL
04/08 – 05/08
₹205992/nightfor 1 night
Siesta Serenity ~ Pool/waterslide/waterfront
4 4
apartment , Siesta Key
This luxury waterfront holiday home in Siesta Key's South Village offers tranquil water views and is located under 1 kilometre, specifically 800 metres, from the world-famous Siesta Key Beach, with local restaurants, shops, and marinas also within easy reach. This four-bedroom, four-bathroom holiday apartment accommodates up to eight guests and boasts a private heated swimming pool with a waterslide, an in-ground spa, an outdoor entertainment area with a BBQ, and a chef-inspired kitchen, with beach essentials provided for effortless days by the sea.
10 1 review
Siesta Key, FL
01/08 – 09/08
₹18790/nighttotal: ₹150320 (8 )
Chic Peaceful 3bd Cottage - Walk To Siesta!
2 2
cottage , Siesta Key
This Siesta Key holiday home is situated a short drive (approximately 2.4km and 1.9km respectively) from Siesta Key Public Beach and Crescent Beach. The two-bedroom, one-bathroom property sleeps five, offering free Wi-Fi, on-site parking, and a fully equipped kitchen including oven, stove, refrigerator, microwave, and coffee maker; laundry facilities are also provided.
9.2 77 reviews
Siesta Key, FL
25/07 – 30/07
₹33391/nighttotal: ₹166955 (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.