Best apartment offers in Siesta Key, FL

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Siesta Key, FL apartments
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5632 Best apartments in Siesta Key, FL

Best family friendly Siesta Key, FL Holiday Apartments and Self Catering Accommodations

Among the 5632 accommodations in Siesta Key, FL, here are the 4 best family friendly holiday apartments

Experience The Ultimate In Coastal Luxury At A Point Of Paradise - Siesta Key, FL
9.4 9 reviews

Experience The Ultimate In Coastal Luxury At A Point Of Paradise

apartment, Siesta Key
This luxurious eight-bedroom house is situated on Siesta Key's southern end, less than 0.3km from Crescent Beach and Point of Rocks, and under 1.6km from Crescent Village.
Sleeping up to 18 guests, this Siesta Key property boasts nine bathrooms, a private heated plunge pool, a game room, and breathtaking Gulf views from its rooftop patio; beach equipment and extensive amenities are provided.
102 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Siesta Key, FL
10 15 reviews

102 M² Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Siesta Key
This newly renovated, first-floor condominium in Siesta Key offers a family-friendly stay, located approximately 1.6 kilometres from Crescent Beach with a convenient free trolley service stopping directly outside.
This 102 square metre apartment sleeps up to six guests across two bedrooms, featuring a fully equipped kitchen, air conditioning, on-site swimming pool, and BBQ grills, with complimentary beach essentials provided by the owner.
Oasis By Siesta Key Beach And Downtown Srq W/pool - Siesta Key, FL
9.9 155 reviews

Oasis By Siesta Key Beach And Downtown Srq W/pool

apartment, Southgate
This Southgate holiday home is situated within a 3- to 5-kilometre radius of Coconuts Family Entertainment Centre, Bee Ridge Park, and Sarasota Memorial Hospital, offering easy access to local attractions and Sarasota's beaches.
The three-bedroom property, sleeping up to six, boasts a fully equipped kitchen, private patio, swimming pool, free Wi-Fi, and parking; perfect for families or groups seeking a relaxing beach holiday near Sarasota.
Harbor Towers 2nd Fl Dock Views - Siesta Key, FL
9.8 9 reviews

Harbor Towers 2nd Fl Dock Views

apartment, Siesta Key
This renovated 2nd-floor condominium in Harbor Towers offers direct bayfront views on the Intracoastal Waterway, located less than 1.5 kilometres from Siesta Key Beach and Crescent Beach.
This family-friendly apartment accommodates up to six guests, featuring two bedrooms, two bathrooms, a modern kitchen with stainless steel appliances, a screened veranda, two heated swimming pools, a fitness centre, Har-Tru tennis courts, and includes complimentary beach gear and Xplorie activities.

Best Holiday Apartments and Self Catering Accommodations in Siesta Key, FL with a pool

Among the 5632 accommodations in Siesta Key, FL, here are the 4 best apartments with a pool

Amore Suite Siesta Sunset Bungalows ! Private Jacuzzi 6 Min From The Siesta Key! - Siesta Key, FL
10 2 reviews

Amore Suite Siesta Sunset Bungalows ! Private Jacuzzi 6 Min From The Siesta Key!

apartment, Siesta Key
This pet-friendly Siesta Key apartment rental is conveniently located a short drive (approx. 8km and 14km respectively) from Siesta Key Public Beach and Crescent Beach.
The one-bedroom, one-bathroom flat sleeps two guests and boasts a full kitchen, in-unit laundry, a private terrace, free Wi-Fi, a swimming pool, jacuzzi and garden access, perfect for a relaxing beach getaway.
Jamaica Royale 015 Updated And Close To Pool! - Siesta Key, FL
9.0 2 reviews

Jamaica Royale 015 Updated And Close To Pool!

apartment, Siesta Key
This Siesta Key studio flat is conveniently located near Siesta Key Beach and Crescent Beach, within a short drive (approximately 8km) of St. Armands Circle and the University Town Centre Mall.
This self-catering apartment, sleeping up to two guests, boasts a renovated interior (completed June 2025), a queen sleeper sofa with memory foam mattress and twin Murphy beds, plus access to three heated pools, a spa, BBQ facilities, and shuffleboard.
Third Floor 1 Bedroom 1 1/2 Bathroom Condominium Is Located On The Gulf Side Of Our Property - Siesta Key, FL
9.4 53 reviews

Third Floor 1 Bedroom 1 1/2 Bathroom Condominium Is Located On The Gulf Side Of Our Property

apartment, Siesta Key
This third-floor apartment is located on the Gulf side of Siesta Key, just a short walk from the beach, tennis courts, pool, and barbeque areas. This well-rated property has received excellent reviews from previous guests.
The apartment is a comfortable 90 square metres and features one bedroom and two bathrooms. It is equipped with a fully equipped kitchen, air conditioning, a terrace, and a swimming pool.
Star Fish. 3 Bed 2 Bath. Pool. Daily Rentals - Siesta Key, FL
9.6 271 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.

Frequently asked questions about apartment 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 are also some interesting places to visit nearby. You can visit the Ringling Museum of Art in Sarasota, or take a boat trip to see the dolphins and manatees in the Gulf of Mexico. If you're looking for something a little more adventurous, you can try kayaking or paddleboarding in the mangrove forests.
  • What are the most popular outdoor activities in Siesta Key, FL?

    Siesta Key is a paradise for outdoor enthusiasts. You can spend your days swimming, sunbathing, and playing in the sand on Siesta Key Beach, or explore the nearby Turtle Beach. There are also plenty of opportunities for watersports like kayaking, paddleboarding, and jet skiing.
  • What is Siesta Key, FL best known for?

    Siesta Key is best known for its beautiful, sugar-white sand beaches, which are consistently ranked among the best in the world. The sand is actually made up of finely ground quartz crystals, which give it its unique, soft texture.
  • What are the top cultural spots to visit in and around Siesta Key, FL?

    While Siesta Key is known for its beaches, you can also find some cultural gems nearby. The John and Mable Ringling Museum of Art in Sarasota has a beautiful collection of art and artifacts, and the Marie Selby Botanical Gardens is a stunning oasis of tropical plants and flowers.
  • What are the closest cities to visit near Siesta Key, FL?

    The closest cities to Siesta Key are Sarasota, which is just a short drive away, and Bradenton, which is a bit further but still easily accessible by car. Both cities offer a variety of attractions, including museums, art galleries, and restaurants.
  • What are the best ways to relax in Siesta Key, FL?

    There are many ways to relax in Siesta Key. You can spend a day on the beach, soaking up the sun and enjoying the sound of the waves. You can also take a stroll along the beach at sunset, or enjoy a picnic lunch under the shade of a palm tree.
  • What are the advantages of choosing an apartment for your stay in Siesta Key, FL?

    Apartments in Siesta Key can offer more space and privacy than a hotel room, and they are often located closer to the beach. They can also be a more affordable option, especially if you are travelling with a family or a group of friends.

Popular destinations

Best Siesta Key, FL holiday apartments with air conditioning

Anchorage Resort 7th Fl 2 Bedroom Condo W Balcony - Siesta Key, FL
9.5 104 reviews

Anchorage Resort 7th Fl 2 Bedroom Condo W Balcony

apartment, Siesta Key
This charming two-bedroom house is conveniently located in Siesta Key, just a short walk from both Siesta Key Marina and Crescent Beach, and a short distance from the famous Siesta Key Beach. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The house comfortably accommodates up to six guests and offers a range of amenities including a fully equipped kitchen, a private swimming pool, a tennis court, and a spa. Guests can enjoy a relaxing stay with access to a garden, a terrace, and a fitness centre, and can explore the island's many attractions, including boat rentals, fishing charters, and dolphin watching tours.
Gertrude's Siesta | 4-min Walk To Beach & Village - Siesta Key, FL
9.7 752 reviews

Gertrude's Siesta | 4-min Walk To Beach & Village

apartment, Siesta Key
This family-friendly apartment building is located close to Siesta Key Beach, Irma Beach, and St. Boniface Episcopal Church Labyrinth, making it ideal for exploring the best of Siesta Key. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment comes with three bathrooms, a washing machine, and a fully equipped kitchen, allowing you to cook your own meals. It also offers a range of amenities and activities, including a swimming pool, a terrace, a garden, and on-site barbecue grills.
Unwind Poolside + Walk To Beach! Sarasota Retreat - Siesta Key, FL
8.0 6 reviews

Unwind Poolside + Walk To Beach! Sarasota Retreat

apartment, Siesta Key
This 3-bedroom, 3-bathroom flat in Siesta Key's South Village is within walking distance of local eateries and public beach access, and is located 3.2 kilometres from Siesta Key Beach, 17.7 kilometres from St. Armands Circle, and 11.3 kilometres from the Mall at University Town Center.
This 117 square metre apartment accommodates up to six guests, offering a heated outdoor community pool, in-unit laundry, air conditioning, Wi-Fi, a fully equipped kitchen, and five Smart TVs, with pets welcome for an additional fee.
Bayside Paradise On Siesta Key Awaits You! Ready To Relax? - Siesta Key, FL
9.0 75 reviews

Bayside Paradise On Siesta Key Awaits You! Ready To Relax?

apartment, Siesta Key
This Siesta Key apartment, a short 1.2km stroll from Siesta Key Beach and Crescent Beach, offers convenient proximity to Siesta Key Marina and St. Boniface Episcopal Church Labyrinth.
The 64 square metre self-catering property sleeps four guests in two bedrooms and one bathroom, boasting a private patio, swimming pool, jacuzzi, tennis court, and fully equipped kitchen including a dishwasher and washing machine.

Best pet-friendly Siesta Key, FL holiday apartments

Among the 5632 accommodations in Siesta Key, FL, here are the 4 best pet friendly holiday apartments

Florida Beach House - One Minute To Beach - Siesta Key, FL
10 2 reviews

Florida Beach House - One Minute To Beach

apartment, Siesta Key
This spacious duplex is located in Siesta Village, a mere 100 metres from the beach and within a minute's walk of shops and restaurants.
This property offers ocean views from four private balconies and a palm-surrounded deck, featuring a heated swim-spa and multiple alfresco dining areas, accommodating up to 10 guests with air conditioning, internet, a kitchen, and a Jacuzzi.
Siesta Key Village-suite #4: A Block To The Beach! - Siesta Key, FL
9.4 146 reviews

Siesta Key Village-suite #4: A Block To The Beach!

apartment, Siesta Key
This apartment is located in Siesta Key Village, just a block from the famous Siesta Key Beach and a short drive from Crescent Beach, and is 16 kilometres from The John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport. It has consistently received excellent ratings for location, cleanliness, and overall experience.
This one-bedroom flat accommodates up to three guests and comes with a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking. Guests can enjoy the convenience of an on-site restaurant and access to a tennis court, making it ideal for families and groups looking for a comfortable and enjoyable stay.
Minutes To Siesta Or Dt W/heated Pool And Hot Tub - Siesta Key, FL
9.7 127 reviews

Minutes To Siesta Or Dt W/heated Pool And Hot Tub

apartment, Siesta Key
This Siesta Key apartment, situated in a quiet Sarasota neighbourhood just one block from Sarasota Bay and minutes from Siesta Key Beach (a short drive, approximately 1.6km to the beach), offers a peaceful retreat close to the area’s attractions.
The self-contained flat features a modern one-bedroom layout sleeping two guests, a fully equipped kitchen with induction hob and dishwasher, a private patio, and access to a shared heated pool, BBQ area, and outdoor kitchen.
New Listing - Dates Available Now!  Beach & Village | Pool | Dock | Game Room - Siesta Key, FL
No reviews

New Listing - Dates Available Now! Beach & Village | Pool | Dock | Game Room

apartment, Siesta Key
This Siesta Key flat is located a mere 3-minute walk from award-winning beaches and 8 minutes on foot from the Village's shops and restaurants.
This private, 1-bedroom unit accommodates up to 4 guests and offers access to a communal heated pool, game room with table tennis, billiards, foosball, and Pac-Man, plus complimentary beach gear.
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