Best apartment offers in Siesta Key, FL

5632 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Siesta Key, FL apartments
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

5632 Holiday apartments 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

102 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Siesta Key, FL
10 12 reviews

102 M² Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Siesta Key
This first-floor condominium in Midnight Cove II, Siesta Key, offers direct access to Crescent Beach and views of the Intracoastal Waterway, with dining and shopping in Siesta Key Village within a 1-kilometre walk or short drive.
This spacious 102 square metre apartment accommodates up to six guests, featuring two bedrooms and two bathrooms, a fully equipped kitchen, air conditioning, on-site swimming pool, fitness centre, tennis courts, and fishing opportunities.
Beachfront Siesta Key - 3 Night Min W/beach Gear! - Siesta Key, FL
10 73 reviews

Beachfront Siesta Key - 3 Night Min W/beach Gear!

apartment, Siesta Key
Sea Shell Condos, Unit #105, offers a beachfront apartment directly on Siesta Key Beach, steps from the shoreline and across the street from restaurants including Captain Curt's and Sniki Tiki.
This two-bedroom, two-bathroom holiday flat sleeps six, featuring a fully equipped kitchen, king-size master bed, two double beds, a queen-size sofa bed, on-site laundry, and access to a communal swimming pool; beach equipment (chairs, umbrellas, toys, towels and a cooler) is provided.
Siesta Key Beach & Village 2br/2ba Steps To Beach - Siesta Key, FL
9.9 166 reviews

Siesta Key Beach & Village 2br/2ba Steps To Beach

apartment, Siesta Key
This 123 square meter private beach house is located in Siesta Key Village, only 180 meters from Siesta Key Beach and the village's amenities.
This family-friendly apartment accommodates up to six guests across two bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, internet, garden, parking, and provided beach essentials.
2br Beach Club – Beach, Heated Pool & Hot Tub - Siesta Key, FL
No reviews

2br Beach Club – Beach, Heated Pool & Hot Tub

apartment, Siesta Key
This family-friendly apartment in Point O'Rocks, Siesta Key, offers prime positioning just 200 metres from Crescent Beach.
This 69 square metre flat sleeps up to 11 guests and features two bedrooms, two bathrooms (one with a jacuzzi), a kitchenette with a fridge, microwave and dishwasher, air conditioning, and access to a communal heated swimming pool and garden.

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

1st Floor Condo In Lovely Siesta Key - Siesta Key, FL
9.7 7 reviews

1st Floor Condo In Lovely Siesta Key

apartment, Siesta Key
This first-floor condominium in Siesta Key provides direct bay access within the community and is a short 150-metre walk across the street to Crescent Beach and Siesta Key Cove, with a trolley stop directly outside for convenient access to Siesta Key Village and downtown Sarasota.
This apartment, accommodating up to six guests, features a private patio with direct access to the communal swimming pool, a community dock on Siesta Key Bay for marine life viewing and fishing, and includes one dedicated parking space.
Everglades Villa - Sleeps 8 - Walk To Siesta Beach - Siesta Key, FL
8.0 2 reviews

Everglades Villa - Sleeps 8 - Walk To Siesta Beach

apartment, Siesta Key
This Siesta Key flat offers a prime location, just a 550-metre stroll from Siesta Key Beach, with Marina Jack and Sarasota Opera located 10 kilometres away.
This 107 square metre apartment accommodates up to 15 guests and features a private swimming pool, a fully equipped kitchen with a dishwasher and coffee machine, air conditioning, free WiFi, a terrace, a washer, and a fireplace.
Siesta Key Dream Inn Vacation Rental Near Village! - Siesta Key, FL
10 46 reviews

Siesta Key Dream Inn Vacation Rental Near Village!

apartment, Siesta Key
This Siesta Key apartment, ideally situated within walking distance of Siesta Key Beach and the Village's shops and restaurants, offers easy access to the area's attractions.
Sleeping up to six guests, this two-bedroom, one-bathroom condo features a fully equipped kitchen, a heated pool with patio seating and beach gear, and a gas grill; nearby Sarasota Jungle Gardens is a short drive away (approx. 10 km).
Dolphin Villa | Pool | Steps To Siesta Key Village - Siesta Key, FL
9.6 55 reviews

Dolphin Villa | Pool | Steps To Siesta Key Village

apartment, Siesta Key
This one-bedroom apartment is situated in Siesta Key Village, a short walk (less than 0.5km) from Siesta Key Crescent Beach and numerous shops and restaurants.
The 800 sq ft self-catering flat sleeps four, offering a fully equipped kitchen, shared pool access, beach chairs and towels, and smart TVs; shared laundry facilities are also available.

Frequently asked questions about apartment rentals in Siesta Key, FL

Popular destinations

Best Siesta Key, FL holiday apartments with air conditioning

Unit 162- 1 Bedroom 1 1/2 Bathroom Club Side Interior Condominium - Siesta Key, FL
9.4 55 reviews

Unit 162- 1 Bedroom 1 1/2 Bathroom Club Side Interior Condominium

apartment, Siesta Key
This Siesta Key beachfront apartment, a short walk from Siesta Key Beach and Crescent Beach, offers easy access to resort amenities including two swimming pools, tennis courts, and barbeque facilities.
The 90 square metre self-catering property features one bedroom with two queen beds, a living room with a sofa bed accommodating up to four guests, two bathrooms, a fully equipped kitchen, and a screened patio.
Siesta Key-walk To Crescent Beach, Well-appointed 2br/2ba Condo W/ Pool & Garage - Siesta Key, FL
9.0 2 reviews

Siesta Key-walk To Crescent Beach, Well-appointed 2br/2ba Condo W/ Pool & Garage

apartment, Siesta Key
This Siesta Key apartment is situated less than 1.5km from Siesta Key Beach, a short walk from Crescent Beach and Siesta Key Marina.
The two-bedroom, two-bathroom condo sleeps four guests and boasts a private pool, free Wi-Fi, a fully equipped kitchen with dishwasher, in-unit laundry, and a Smart TV.
The Sunny Side - Siesta Key, FL
9.5 4 reviews

The Sunny Side

apartment, Siesta Key
This newly refurbished flat offers a prime Siesta Key location, situated directly on the trolley route for easy access to Turtle Beach and North Village, with Siesta Key Beach and South Village shops and eateries just a 5 to 10-minute walk away.
This two-bedroom, two-bathroom holiday home accommodates up to six guests and features air conditioning, Wi-Fi, a fully equipped kitchen, a communal swimming pool, and parking, making it ideal for families and those seeking a car-free island experience.
Siesta Key Cottage  Best Value! Just Cross The Street To The Gulf! - Siesta Key, FL
9.3 173 reviews

Siesta Key Cottage Best Value! Just Cross The Street To The Gulf!

apartment, Siesta Key
This Siesta Key property is situated just a short walk from the main entrance to Siesta Key Beach and the Village, offering easy access to restaurants, shops, and entertainment. The property has received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom, two-bathroom home comfortably sleeps up to eight guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy air conditioning, a terrace, a garden, and parking, as well as beach chairs, towels, and a classic beach house vibe.

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

Siesta Key Village Home - Siesta Key, FL
10 17 reviews

Siesta Key Village Home

apartment, Siesta Key
This three-bedroom, two-and-a-half-bathroom apartment is located just 100 metres from Siesta Key Village, offering immediate access to its shops and restaurants, and is also a short walk from Patriot Beach.
This canal-front property provides a private, renovated home with a refreshing swimming pool, an inviting lanai with outdoor seating, and ample parking for up to four cars or an RV, accommodating up to six guests.
New Listing! Gertrude's | Resort-like Home & Pool, 500ft To Beach! - Siesta Key, FL
10 11 reviews

New Listing! Gertrude's | Resort-like Home & Pool, 500ft To Beach!

apartment, Siesta Key
This Onyx House flat in Siesta Key is situated 152 metres from the island's whitest sand and a 1-minute walk from the free trolley stop, offering convenient access to island attractions and Point of Rocks Reef for snorkelling and marine life observation.
This 139 square metre residence provides three bedrooms accommodating up to eight guests, featuring resort-style amenities including a heated swimming pool, alfresco dining, an in-house elevator, a putting green, and private balconies with sunset views, with complimentary beach gear also supplied.
Freshly Renovated Adorable Bungalow Near The Beach! - Casita West - Siesta Key, FL
9.2 7 reviews

Freshly Renovated Adorable Bungalow Near The Beach! - Casita West

apartment, Siesta Key
This Siesta Key beachfront property is situated near Crescent Beach and Siesta Key Beach, within 2km, and a 15-minute drive from Siesta Key Marina and Point of Rocks.
This 63 square metre holiday home boasts two bedrooms, one bathroom, sleeps four guests, and includes a swimming pool, Jacuzzi, and a fully equipped kitchen with a fridge, microwave, and dishwasher, plus access to an on-site water park.
100' From The Beach, Charming 1br Beachside Retreat - Siesta Key, FL
No reviews

100' From The Beach, Charming 1br Beachside Retreat

apartment, Siesta Key
This 1-bedroom flat in Siesta Key offers direct beachfront access, situated just 30 metres from the sand and a 2-minute walk to Crescent Beach.
This 65 square metre apartment accommodates up to three guests and features a fully equipped kitchen, a swimming pool, a terrace, and on-site spa facilities, with complimentary WiFi provided throughout.
©2026 cozycozy.com