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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

Beach Club Cute Cottage In C Bldg. - Siesta Key, FL
9.7 91 reviews

Beach Club Cute Cottage In C Bldg.

house, Siesta Key
This Siesta Key cottage is situated in Sarasota, a two-minute walk from Crescent Beach and 2.1 kilometres from Turtle Beach, offering easy access to Sarasota attractions such as the Sarasota Opera House (12 kilometres) and the Ringling Museum of Art (18 kilometres).
The self-catering property features a fully equipped kitchen, private parking, Wi-Fi, and a washing machine; guests must be 25 or older to book this holiday home with its swimming pool and Jacuzzi.
Anchorage Resort 6th Flr 2 Bedroom Condo W Balcony - Siesta Key, FL
9.1 63 reviews

Anchorage Resort 6th Flr 2 Bedroom Condo W Balcony

apartment, Siesta Key
This two-bedroom apartment is located in Siesta Key, just 0.96 kilometres from the famous Siesta Key Beach, within easy walking distance of Crescent Beach and the Siesta Key Marina. The apartment has received excellent ratings for its location, cleanliness and overall experience.
The apartment comfortably accommodates up to six guests and offers a range of amenities, including a fully equipped kitchen, a private balcony, a swimming pool, a sauna, a spa, a fitness centre and a tennis court. Guests can also enjoy free Wi-Fi access and parking.
Shark Unit, Pool Jacuzzi Steps To Siesta Key Beach - Siesta Key, FL
9.5 404 reviews

Shark Unit, Pool Jacuzzi Steps To Siesta Key Beach

apartment, Siesta Key
This Siesta Key property is located in Sarasota, just a stone's throw from the famous Siesta Key Beach and a short drive from Crescent Beach. The house has received excellent ratings for its location, cleanliness, and overall user experience.
The property is a spacious house with a private pool and jacuzzi. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace with sea views, a garden, and free parking and Wi-Fi.
Siesta Key Village, Pool, Beach Access 4-min Walk - Siesta Key, FL
9.6 61 reviews

Siesta Key Village, Pool, Beach Access 4-min Walk

house, Siesta Key
This three-bedroom Siesta Key townhouse is situated in Siesta Key Village, a mere 0.016km from shops and restaurants, and a 0.8km stroll from Siesta Beach.
Sleeping up to ten guests, this property boasts a shared heated pool, BBQ area, fully equipped kitchen with stainless steel appliances, free high-speed internet, and beach essentials; optional add-ons include mid-stay cleaning and golf cart rental.

Best family friendly Siesta Key, FL lodging

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

Walk To The Beach Or Village In Minutes! - Siesta Key, FL
9.5 89 reviews

Walk To The Beach Or Village In Minutes!

house, Siesta Key
This property is located just 300 metres from Siesta Key Beach, 1.8 km from Crescent Beach, and 16 km from the John and Mable Ringling Museum of Art, offering easy access to both the beach and the village. This house has consistently received excellent ratings for location, cleanliness, and overall experience.
This charming holiday home has two bedrooms and two bathrooms, comfortably accommodating up to four guests. The house features a fully equipped kitchen, a spacious terrace, a lush garden, and even a tennis court, providing ample space for relaxation and entertainment.
New Listing - Heated Pool, Private Patio! - Siesta Key, FL
9.9 24 reviews

New Listing - Heated Pool, Private Patio!

apartment, Siesta Key
This Siesta Key flat, located in Siesta Village, is a mere 250 metres from the renowned beaches and less than a 1-minute walk to over 30 restaurants and shops.
This family-friendly apartment accommodates up to six guests, offering a recently remodelled interior, a heated swimming pool, complimentary beach gear, and is conveniently situated for exploring local wildlife and attractions without the need for a car.
Sun And Sea Gem On Siesta Key - Siesta Key, FL
9.8 88 reviews

Sun And Sea Gem On Siesta Key

apartment, Siesta Key
This Siesta Key apartment, ideally located a short walk from the world-renowned Siesta Beach (ranked #2 in the US and #14 globally), offers easy access to Captain Curt's and various watersports rentals.
Sleeping up to seven guests, this two-bedroom, two-bathroom condo boasts a fully equipped kitchen, a heated swimming pool, designated parking (#10), and modern interiors including smart TVs; nearby amenities include Tiki bars, ice cream shops and restaurants.
Cozy Coastal Getaway 2 Min Walk To Beach & Village - Siesta Key, FL
9.9 192 reviews

Cozy Coastal Getaway 2 Min Walk To Beach & Village

apartment, Siesta Key
This Siesta Key apartment is less than 0.75km from Siesta Key Beach and the village shops and restaurants, offering easy access to the area's amenities.
The newly renovated, second-floor flat features a private balcony, sleeps four guests across a queen bed and queen sofa bed, and includes a fully equipped kitchen, beach gear, and a community deck with a gas grill and fire pit.

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

Silver Shore | Ocean Views Unit & Private Pool - Siesta Key, FL
9.6 65 reviews

Silver Shore | Ocean Views Unit & Private Pool

apartment, Siesta Key
This Siesta Key beachfront property is less than 1.6km from Siesta Key Beach and Siesta Key Beach Playground, and within a 15-minute drive of St. Boniface Episcopal Church Labyrinth and the Siesta Key Farmers Market.
This six-bedroom holiday home boasts a private pool, fully equipped kitchen, free Wi-Fi, outdoor gas grills, and accommodates large families or groups, offering direct sea access.
Beautiful Siesta Key Condo - Two Heated Pools, Tennis, Pickleball, Private Beach Access - Siesta Key, FL
9.5 2 reviews

Beautiful Siesta Key Condo - Two Heated Pools, Tennis, Pickleball, Private Beach Access

house, Siesta Key
This Siesta Key apartment offers direct private beach access and is a 15-minute walk to Crescent Beach, 11 kilometres from the John and Mable Ringling Museum of Art, and 7 kilometres from Marina Jack.
This property boasts 111 square meters of living space with 3 bedrooms and 2 bathrooms, accommodating up to 11 guests, and features two heated swimming pools, a sauna, and on-site tennis and pickleball courts.
Rustic Beach Hideaway - Siesta Key, FL
10 3 reviews

Rustic Beach Hideaway

apartment, Siesta Key
This Siesta Key apartment is situated near Crescent Beach, offering easy access to the sands and is within a short driving distance (approximately 16km) of St. Armands Circle and the University Town Centre mall.
The one-bedroom, one-bathroom flat sleeps two guests and features a microwave, air conditioning, parking, and a private garden; nearby attractions include Ed Smith Stadium and the Venice Train Depot (driving distance).
Villa 4, Siesta Key, Walk To Beach. Pool. Daily Rentals - Siesta Key, FL
9.4 50 reviews

Villa 4, Siesta Key, Walk To Beach. Pool. Daily Rentals

apartment, Siesta Key
This one-bedroom apartment is located just 800 metres from the beautiful Point of Rocks and Crescent Beach, offering a tranquil retreat near the action of Siesta Key. It is also only 2 kilometres from the world-famous Siesta Key Beach, making it the perfect base for exploring this popular destination. This apartment has received excellent reviews from previous guests.
The apartment can accommodate up to two guests and features a fully equipped kitchen, including a fridge and microwave. You can enjoy the Florida sunshine on the patio or take a dip in the swimming pool. Other amenities include a tennis court, a garden, and parking.

Best Siesta Key, FL accommodation with a kitchen

Gulf Holiday Unit 8!! - Siesta Key, FL
9.8 9 reviews

Gulf Holiday Unit 8!!

apartment, Siesta Key
This Siesta Key apartment is located in Siesta Key Village, just 200 metres from Siesta Key Beach and within easy walking distance of local dining and shops.
This 38 square metre condo accommodates up to four guests with one bedroom featuring a king-size bed and a living area with a queen sofa bed, offering air conditioning, a fully equipped kitchen, access to a communal swimming pool and spa, and one allocated parking space.
Luxury Siesta Key Townhome Close To Village,beaches, City And Airport - Siesta Key, FL
9.0 31 reviews

Luxury 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.
Sand Dollar Studio Pool Daily Rentals - Siesta Key, FL
No reviews

Sand Dollar Studio Pool Daily Rentals

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.
Cozy Condo- 5 Min Walk To Siesta Key Beach,on Sarasota Bay,heated Pool! - Siesta Key, FL
9.2 21 reviews

Cozy Condo- 5 Min Walk To Siesta Key Beach,on Sarasota Bay,heated Pool!

apartment, Siesta Key
This Siesta Key condo boasts a waterfront location, a 0.8km stroll from Siesta Key Beach and conveniently near a trolley stop for easy access to the town centre.
Sleeping six, this two-bedroom, one-bathroom apartment offers a king bed, queen bed, queen sleeper sofa, kitchen with fridge, microwave, dishwasher, air conditioning, a shared heated pool, garden, parking, and on-site laundry facilities, plus beach essentials including towels, umbrella, wagon and cooler.
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