Embark on an exploration of culture and leisure in Siesta Key, Florida, where our selection of condos offer more than just accommodation. They serve as your personal gateway to the region's culture, beauty, and lifestyle, ensuring a stay filled with treasured moments.

Planning your perfect vacation away? Discover either the understated elegance of condos with spacious living areas, classic furnishings, and spacious kitchens, or the cutting-edge design of urban condos featuring smart home technology and exclusive residents-only bars.

From chic urban lofts to serene country retreats, our selection of condos in Siesta Key cater to every lifestyle and vacation dream. Our collection ranges from quiet, tucked-away units to those in the heart of the Siesta Key's action, ensuring your ideal stay is within reach.

Top Amenities: Internet / Wifi, Kitchen or Kitchenette, Air conditioner, Parking and Pool

Points of Interest: Mote Marine Laboratory & Aquarium, The John and Mable Ringling Museum of Art, Bayfront Park, South Jetty Beach and Robinson Preserve

Ready to explore the wonders of Siesta Key? Book your condo today and dive into the unique experiences that Florida has to offer.

Top Condos in Siesta Key

Coffee/tea facilities, Kitchen or kitchenette, dishwasher, oven, stove
4.2
Excellent(34 Reviews)
Living the Dream
Apartment
 in Siesta Key
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Most favorited

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Siesta Key, at $428 per night for your next great vacation.

$$$$
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View (from property/room), Balcony/Terrace, Beach, Sea view
4.0
Good(17 Reviews)
Jamaica Royale Beachfront Tower
Apartment
 in Siesta Key
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Business stays, family stays, couples stay, getaway vacation, and rental in Siesta Key at Jamaica Royale Beachfront Tower for $416 for your next trip.

$$$$
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Day, View (from property/room), Balcony/Terrace, Seating area, Dining area
4.3
Excellent(34 Reviews)
Gulf Holiday
Apartment
 in Siesta Key
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Most favorited

Looking to create some memories in Siesta Key? Look no further than our Apartment, Gulf Holiday. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Balcony/Terrace, Sunset
3.5
Average(13 Reviews)
Family Tides
Apartment
 in Siesta Key
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Most favorited

The best choice in Siesta Key for Apartment, for $415 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Property building
4.7
Outstanding(6 Reviews)
Our House at the Beach 222, Sleeps 4, 2 Bedroom, Tennis, Heated Pool
Apartment
 in Siesta Key
Pool · Kitchen or Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Siesta Key, at $251 per night for your next great vacation.

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Patio, Facade/entrance, Property logo or sign, Garden, Area and facilities
4.5
Excellent(218 Reviews)
BeachPoint Cottages
Apartment
 in Siesta Key
Garden · Pets allowed · Kitchen or Kitchenette

Discover the beauty of Siesta Key with a stay at BeachPoint Cottages, a top rated Apartment with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Condo, 1 King Bed with Sofa bed, Pool View (Gulf Holiday - Unit 10) | Aerial view
3.9
Good(56 Reviews)
Gulf Holiday by Beachside Management
Apartment
 in Siesta Key
Pool · Kitchen or Kitchenette · Air conditioner
Top rated

This attractive Apartment in Siesta Key, $420 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Start earning One Key rewards
Sun loungers, beach towels
4.9
Outstanding(238 Reviews)
Top Rated Gulfside, White Sand Beach, 2 heated pools, pickleball/tennis, hot tub
Apartment
 in Siesta Key
5 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Siesta Key at Top Rated Gulfside, White Sand Beach, 2 heated pools, pickleball/tennis, hot tub for $394 for your next trip.

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Property view
3.4
Average(52 Reviews)
Palm Bay Club
Apartment
 in Siesta Key
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Indulge in a peaceful retreat at Palm Bay Club, our elegant Apartment in Siesta Key. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Bedroom
4.3
Excellent(33 Reviews)
Beach Cottage with heated pool just off Siesta Key
Apartment
 in Sarasota
Garden · Pool · Pets allowed
Most favorited

Apartment in Siesta Key, for $242 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Beachfront
Bird's eye view
4.0
Good(9 Reviews)
Midnight Cove #714, Bayside in Siesta Key, FL
Apartment
 in Siesta Key
Garden · Pool · Kitchen or Kitchenette

Looking for a memorable stay in Siesta Key? Our Apartment might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.

$$$$
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Swimming pool
4.5
Excellent(34 Reviews)
Siesta Key Condo - on the water !
Apartment
 in Siesta Key
Garden · Pool · Kitchen or Kitchenette

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Siesta Key, at $244 per night for your next great vacation.

$$$$
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Vacation rentals with internet & wifi in Siesta Key

Beachfront
Property building
4.1
Excellent(14 Reviews)
Jamaica Royale 91, 3 Heated Pools, 2 Bedrooms, WiFi, Sleeps 6
Apartment
 in Siesta Key
Garden · Pool · Kitchen or Kitchenette

Soak up the beauty of Siesta Key in our Apartment, Jamaica Royale 91, 3 Heated Pools, 2 Bedrooms, WiFi, Sleeps 6. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.

$$$$
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Living room
4.2
Excellent(8 Reviews)
Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex with Heated Swimming Pool
Apartment
 in Siesta Key
Garden · Pool · Kitchen or Kitchenette

This Apartment in Siesta Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Beachfront
Bird's eye view
4.3
Excellent(14 Reviews)
Midnight Cove #532, Bayside in Siesta Key, FL
Apartment
 in Siesta Key
Garden · Pool · Kitchen or Kitchenette
Most favorited

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Siesta Key, at $239 per night for your next great vacation.

$$$$
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Bed, Bedroom
4.3
Excellent(25 Reviews)
Luxury Zen Den with heated pool just off Siesta Key
Apartment
 in Sarasota
Garden · Pool · Kitchen or Kitchenette
Most favorited

This attractive Apartment in Siesta Key, $242 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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TV and multimedia, Living room, Seating area
4.5
Excellent(19 Reviews)
Stay Siesta Dunes, #300
Apartment
 in Siesta Key
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Soak up the beauty of Siesta Key in our Apartment, Stay Siesta Dunes, #300. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.

$$$$
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Property view
Peppertree Perfection
Apartment
 in Sarasota
Garden · Pool · Kitchen or Kitchenette

This Apartment in Siesta Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Beachfront
Balcony/Terrace, Sea view
4.0
Good(2 Reviews)
Full beachfront. Gulf view,Sunsets,Pool,Chairs
Apartment
 in Siesta Key
Garden · Pool · Kitchen or Kitchenette

Business stays, family stays, couples stay, getaway vacation, and rental in Siesta Key at Full beachfront. Gulf view,Sunsets,Pool,Chairs for $242 for your next trip.

$$$$
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Beachfront
Living room
4.1
Excellent(26 Reviews)
Jamaica Royale 101, 2 Bedrooms, 3 Heated Pools, WiFi, Sleeps 6
Apartment
 in Siesta Key
Garden · Pool · Kitchen or Kitchenette

Discover the beauty of Siesta Key with a stay at Jamaica Royale 101, 2 Bedrooms, 3 Heated Pools, WiFi, Sleeps 6, a top rated Apartment with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Beachfront
Balcony/Terrace, Sea view
4.0
Good(1 Review)
Beachfront Condo! Gulf View From All Rooms, Pool, Chairs Provided
Apartment
 in Siesta Key
Garden · Pool · Kitchen or Kitchenette

When traveling to Siesta Key, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $242 per night.

$$$$
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Beachfront
Balcony/Terrace, Sea view
5.0
Outstanding(1 Review)
Beachfront Penthouse - Expansive Gulf View from Every Room! Wifi, Screened Lanai
Apartment
 in Siesta Key
Garden · Pool · Kitchen or Kitchenette

Apartment in Siesta Key, for $242 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Beachfront
Property view
Beachfront Sarasota Resort Condo Siesta Key View!
Apartment
 in Siesta Key
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

This Apartment in Siesta Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Property view
5.0
Outstanding(1 Review)
Siesta Key Condo Resort Amenities, Walk to Beach!
Apartment
 in Siesta Key
Pool · Kitchen or Kitchenette · Air conditioner

This Apartment in Siesta Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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