Find the right hotel in Siesta Key

Top-rated hotels, great locations, and flexible options for every kind of trip.

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13 Nov 2026
Check-out
14 Nov 2026
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2 guests

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2

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1228 accommodations in Siesta Key

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Penthouse With Sundeck Private Access To Beach And 500Ft To The Village 6 photos

Penthouse With Sundeck Private Access To Beach And 500Ft To The Village

4.8 Excellent 5 reviews
228 Beach Rd Ph, Siesta Key, Fl 34242, Usa
Free Wi-Fi Exceptional location

Offering a terrace overlooking the sea, the beachfront Luxury Penthouse, Ocean Views, Rare Rooftop Sundeck, Private Access To Beach Siesta Key villa is located 5 minutes on foot from Siesta Key Beach…

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Luxury Condo, Ocean Views, Rare Rooftop Sundeck 6 photos

Luxury Condo, Ocean Views, Rare Rooftop Sundeck

5 Excellent 2 reviews
228 Beach Rd #1, Siesta Key, Fl 34242, Usa
Free Wi-Fi Exceptional location

Located 5 minutes' walk from Siesta Key Beach Access 7, Luxury Condo, Ocean Views, Rare Rooftop Sundeck Siesta Key villa offers a terrace with a view over the sea. Located 3.7 km from Bay Island…

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Siesta Cooler: Only Minutes Walk To Siesta Beach! 6 photos

Siesta Cooler: Only Minutes Walk To Siesta Beach!

3.8 Good 15 reviews
5424 Ocean Boulevard
Free Wi-Fi Very good location

The spacious 1-bedroom Siesta Cooler: Only Minutes Walk To Siesta Beach! is located approximately a 10-minute ride from Siesta Key Marina and offers Wi-Fi for either business or leisure. Windsurfing,…

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From 286 US$ per night
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Siesta Cool: Only Minutes Walk To Siesta Beach! 6 photos

Siesta Cool: Only Minutes Walk To Siesta Beach!

3.6 Good 11 reviews
5242 Ocean Boulevard
Free Wi-Fi Excellent location

Situated a mere 300 metres from Public Beach Access 10, the spacious 70 m^2 Siesta Cool: Only Minutes Walk To Siesta Beach! provides guests with Wi-Fi for either business or leisure. The Diverse…

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From 312 US$ per night
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Coral Breeze - 4576 6 photos

Coral Breeze - 4576

4576 Higel Ave
Free Wi-Fi Pleasant location

The 2-bedroom Coral Breeze - 4576 Villa is located around a 10-minute ride from Jamaica Royale and provides a swimming pool, ensuring a relaxing stay. Guests can enjoy water sports activities at the…

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From 239 US$ per night
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Gertrude'S Village House - In The Top Location! 6 photos

Gertrude'S Village House - In The Top Location!

5 Excellent 1 review
5233 Avenida Navarra, Siesta Key, Fl 34242, Usa
Free Wi-Fi Exceptional location

The 2-room Gertrude Apartment is located at a distance of 3.7 km from Bay Island and offers Wi-Fi for either business or leisure. The apartment is merely 1.2 km from Siesta Key Beach Access 2 and a…

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Gertrudes Siesta Village Properties - Short Walk To Best Beaches! 6 photos

Gertrudes Siesta Village Properties - Short Walk To Best Beaches!

5233 Avenida Navarra, Siesta Key, Fl 34242, Usa
Free Wi-Fi Pleasant location

The 3-bedroom Gertrudes Siesta Village Properties - Short Walk To Best Beaches! is situated only 5 minutes' walk from Siesta Key Beach Access 7, featuring such comforts as Wi-Fi and parking. Boasting…

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Siesta Gardens By Rva 6 photos

Siesta Gardens By Rva

5225 Avenida Navarra

The 3-star Siesta Gardens By Rva Hotel Siesta Key is situated merely 0.7 km from the Siesta Key Beach Access 2 and boasts a patio and barbecue grills.

Free cancellation
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Village West In Heart Of Siesta 6 photos

Village West In Heart Of Siesta

5 Excellent 1 review
5216 Avenida Navarra
Free Wi-Fi Exceptional location

Village West In Heart Of Siesta Siesta Key apartment is located 7 km from Unconditional Surrender Sculpture Museum and a 25-minute walk from Shell Beach. While staying at this apartment, guests can…

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Blue Paradise 6 photos

Blue Paradise

5234 Avenida Navarra, Us
Free Wi-Fi Pleasant location

Along with proximity to Siesta Key Beach Access 2, a mere 7 minutes' walk away, the 6-bedroom Blue Paradise offers opportunities for water sports activities in the area. Providing guests with Wi-Fi…

Free cancellation
From 2574 US$ per night
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Tropical Oasis - 5290 6 photos

Tropical Oasis - 5290

4 Good 1 review
5290 Avenida Navarra
Free Wi-Fi Exceptional location

The 6-bedroom Tropical Oasis - 5290 Villa is located 11 minutes' stroll from Siesta Key Beach Access 7 and provides a heated swimming pool, ensuring a relaxing stay. Guests can enjoy water sports…

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From 3330 US$ per night
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Ocean Beach Gleason Home 6 photos

Ocean Beach Gleason Home

4638 Gleason Ave
Free Wi-Fi Exceptional location

Situated a 10-minute drive from Siesta Beach Pavillion, Ocean Beach Gleason Home includes a swimming pool, as well as a Jacuzzi to relax in.

Free cancellation
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Beach Palms Of Siesta Key Village 6 photos

Beach Palms Of Siesta Key Village

153 Beach Road

Guests of Beach Palms Of Siesta Key Village hotel can enjoy access to the Siesta Key Beach, located a 25-minute walk away.

Free cancellation
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Bayside Escape - 1345 6 photos

Bayside Escape - 1345

4.7 Excellent 4 reviews
1345 Siesta Bayside Dr
Free Wi-Fi Exceptional location

The 2-bedroom Bayside Escape - 1345 Villa is located a 10-minute ride from Nontando and provides an outdoor pool, ensuring a relaxing stay. Guests can enjoy water sports activities at the villa…

Free cancellation
From 398 US$ per night
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Siesta Bayside Bliss 6 photos

Siesta Bayside Bliss

4.7 Excellent 2 reviews
1243 Siesta Bayside Drive
Free Wi-Fi Exceptional location

Situated around 6 km from St. Boniface Episcopal Church Labyrinth, the 0-bedroom Siesta Bayside Bliss Villa Siesta Key entices guests to explore various tourist attractions in the area.

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Siesta Bayside With Bay/Dock Views 6 photos

Siesta Bayside With Bay/Dock Views

1355 Siesta Bayside Dr
Free Wi-Fi Pleasant location

Located 3.5 km from Crescent Beach, Siesta Bayside With Bay And Dock Views Villa provides access to a heated swimming pool. The accommodation is 15 minutes' drive from Bee Ridge Square and features a…

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From 420 US$ per night
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Beachfront Sarasota Resort Condo: Siesta Key View! 6 photos

Beachfront Sarasota Resort Condo: Siesta Key View!

Siesta Key, FL, 34242
Free Wi-Fi Pleasant location

Located approximately 10 minutes by car from Shell Beach, the spacious 133 m^2 Beachfront Sarasota Resort Condo Siesta Key View! features a swimming pool with a sauna. Popular points of interest…

Free cancellation
From 359 US$ per night
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High Tide 6 photos

High Tide

141 Avenida Veneccia, Us
Free Wi-Fi Pleasant location

Located within 10 minutes' drive of the shaped Crescent Beach, the 6-bedroom High Tide Villa provides access to a private pool. The accommodation is within 6 km of Saint Armands Circle and features…

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From 2221 US$ per night
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Siesta Bayside Pretty Fountain View 6 photos

Siesta Bayside Pretty Fountain View

5 Excellent 1 review
1273 Siesta Bayside Dr
Free Wi-Fi Very good location

Located 15 minutes' drive from Siesta Key Beach, Siesta Bayside Pretty Fountain View Villa provides access to various tourist attractions in the vicinity.

Free cancellation
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Siesta Bayside Condo 6 photos

Siesta Bayside Condo

2.5 Average 1 review
1271 Siesta Bayside Dr
Free Wi-Fi Exceptional location

Along with access to such natural sites as Bee Ridge Park, 4 km away, Siesta Bayside Condo offers a heated swimming pool. Providing guests with Wi-Fi and parking, this property is 9 minutes' walk…

Free cancellation
From 366 US$ per night
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Siesta Bayside Condo 3 Bedroom 6 photos

Siesta Bayside Condo 3 Bedroom

1334 Siesta Bayside Dr
Free Wi-Fi Pleasant location

Staying at Siesta Bayside 2Nd Floor Townhome, guests can easily reach Siesta Beach Pavillion, located about 1 km away.

Free cancellation
From 352 US$ per night
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Updated And Clean, Two Heated Pool, Tennis, And Beach Access 6 photos

Updated And Clean, Two Heated Pool, Tennis, And Beach Access

1232 Siesta Bayside Drive
Free Wi-Fi Exceptional location

The 2-room Bayside Pointe Apartment offers proximity to a number of tourist attractions, such as Nora Patterson Bay Island Park, located about a 10-minute drive away. The apartment with a swimming…

Free cancellation
From 214 US$ per night
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Siesta Key Home 5 Min From Beach 6 photos

Siesta Key Home 5 Min From Beach

5 Excellent 5 reviews
4421 Ocean Boulevard
Free Wi-Fi Exceptional location

Located 2.8 km from Siesta Key Beach, the 3-bedroom Siesta Key Home 5 Min From Beach provides access to a private pool. Offering guests to enjoy a patio, this accommodation is situated approximately…

Free cancellation
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112 Columbus Blvd 6 photos

112 Columbus Blvd

112 Columbus Boulevard
Free Wi-Fi Pleasant location

112 Columbus Blvd Villa Siesta Key is located about 15 minutes by car from Sarasota Farmers Market, giving access to various tourist spots nearby.

Free cancellation
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Living The Dream By Beachside Management 6 photos

Living The Dream By Beachside Management

4.7 Excellent 23 reviews
139 Beach Road
Free Wi-Fi Exceptional location

Living The Dream Apartment offers proximity to such tourist attractions as Siesta Key Beach Access #5, situated just 6 minutes' walk away. This apartment offers modern facilities, such as Wi-Fi and…

Free cancellation
From 234 US$ per night
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Luxe Lagoon - 119 6 photos

Luxe Lagoon - 119

119 Avenida Messina
Free Wi-Fi Pleasant location

Located at a distance of 3.2 km from South Lido County Park, the 8-bedroom Luxe Lagoon - 119 provides access to a swimming pool. Located at a distance of 3.1 km from Jamaica Royale, the accommodation…

Free cancellation
From 3121 US$ per night
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Beachside Of The Village By Beachside Management 6 photos

Beachside Of The Village By Beachside Management

4.8 Excellent 5 reviews
100 Columbus Boulevard
Free Wi-Fi Exceptional location

Located within 25 minutes' walk of Siesta Beach Pavillion, 2-room Beachside Of The Village features parking for those who travel by car. The apartment provides quick access to Siesta Key Beach Access…

Free cancellation
From 904 US$ per night
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100 Percent Private - Pool, Oceanviews, Village, Beaches! 6 photos

100 Percent Private - Pool, Oceanviews, Village, Beaches!

113 Columbus Blvd, Siesta Key, Fl 34242, Usa
Free Wi-Fi Pleasant location

The 6-bedroom 100 Percent Private - Pool, Oceanviews, Village, Beaches! entices guests to enjoy snorkelling, diving, and canoeing and is located 3.1 km from such natural sites as Bay Island.

Free cancellation
From 3923 US$ per night
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Imperial Sunsets On Siesta 6 photos

Imperial Sunsets On Siesta

4822 Ocean Blvd
Free Wi-Fi Pleasant location

To enjoy your vacation in Siesta Key, stay at the spacious 0-bedroom Imperial Sunsets On Siesta Apartment Siesta Key, which is 4.7 km from John Ringling and nearly 25 minutes' walk from Big Sarasota…

Free cancellation
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Endless Horizon 6 photos

Endless Horizon

150 Givens
Free Wi-Fi Pleasant location

Located within a 6-km distance of Bird Key Park, the 5-bedroom Endless Horizon features a heated pool, a Jacuzzi and an indoor pool, ensuring a relaxing stay. Featuring access to a terrace, the…

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The Oasis 6 photos

The Oasis

105 Columbus Blvd.
Free Wi-Fi Pleasant location

Located within a 300-metre distance of Siesta Key Beach Access 2, 7-bedroom The Oasis Villa comes with a swimming pool, a plunge pool. Offering Wi-Fi, the property is located 25 minutes' walk from…

Free cancellation
From 2013 US$ per night
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Beachpoint Cottages 6 photos

Beachpoint Cottages

4.5 Excellent 208 reviews
125 Beach Road
Free Wi-Fi Exceptional location Breakfast

The 8-room Beachpoint Cottages features convenient proximity to such city attractions as Siesta Key Beach Access #5, situated just a 7-minute stroll away. Guests have the opportunity to make their…

Free cancellation
From 299 US$ per night
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The Pool House 6 photos

The Pool House

98 Avenida Messina, Us
Free Wi-Fi Pleasant location

The Pool House Villa is located within 5 minutes' walk of Siesta Key Beach Access 2 and offers guests to enjoy water sports activities. Located nearly a 25-minute walk from Siesta Beach Pavillion…

Free cancellation
From 1327 US$ per night
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Summer House 6 photos

Summer House

99 Avenida Messina, Us
Free Wi-Fi Pleasant location

Located about 4 km from the shaped Crescent Beach, the 6-bedroom Summer House provides access to a swimming pool. The accommodation is at a distance of 3.2 km from South Lido County Park and features…

Free cancellation
From 1826 US$ per night
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Beachpoint Resort Cottages 6 photos

Beachpoint Resort Cottages

3.7 Good 2 reviews
125 Beach Road

The 3-star Beachpoint Resort Cottages Siesta Key offers proximity to the Siesta Key Beach, situated nearly a 25-minute walk away.

Free cancellation
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Cjs On Siesta - 104 6 photos

Cjs On Siesta - 104

104 Avenida Veneccia
Free Wi-Fi Pleasant location

During the stay at Cjs On Siesta - 104 Villa, guests can indulge in water sports activities or visit Bird Key Park, located around 7 km away. Located within 6 km of the upscale Saint Armands Circle…

Free cancellation
From 1774 US$ per night
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Jamaica Royale Beach Happiness - Unit 44 6 photos

Jamaica Royale Beach Happiness - Unit 44

4.8 Excellent 11 reviews
5830 Midnight Pass Rd
Free Wi-Fi Exceptional location

Featuring a heated pool for guests' relaxation, Jamaica Royale Beach Happiness is located 1.9 km from Crescent Arms.

Free cancellation
From 410 US$ per night
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Sunset Splash 6 photos

Sunset Splash

5 Excellent 1 review
95 Avenida Messina, Us
Free Wi-Fi Exceptional location

The 7-bedroom Sunset Splash is located 4 km from the shaped Crescent Beach and provides a heated swimming pool, ensuring a relaxing stay. Guests can enjoy water sports activities at the villa…

Free cancellation
From 2315 US$ per night
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Sugar Sand Cottage 6 photos

Sugar Sand Cottage

105 Beach Rd, Us
Free Wi-Fi Pleasant location

Situated only 350 metres from Siesta Key Beach Access 2, the 3-bedroom Sugar Sand Cottage offers guests to relax by a heated swimming pool. Located 10 minutes by car from Siesta Key Marina, the villa…

Free cancellation
From 1555 US$ per night
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Casa Siesta 6 photos

Casa Siesta

95 Columbus Blvd, Us
Free Wi-Fi Pleasant location

At the 3-bedroom Casa Siesta Villa, guests can enjoy water sports activities as well as a location at a 250-metre distance from Siesta Key Beach Access 2. Located 6 km from Mote Marine Laboratory…

Free cancellation
From 1174 US$ per night
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New, New, New!, 3 Pools, Right On Siesta Beach! 6 photos

New, New, New!, 3 Pools, Right On Siesta Beach!

5 Excellent 1 review
5830 Midnight Pass Road 11
Free Wi-Fi Exceptional location

Offering a location 10 minutes by car from Sarasota Square, 73 m^2 Updated 2 Bed / 1 Bath Villa On The Beach! also gives access to a variety of tourist spots in the vicinity. This 1-bedroom apartment…

Free cancellation
From 445 US$ per night
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Jamaica Royale #40 - 3 Heated Pools On The Beach! 6 photos

Jamaica Royale #40 - 3 Heated Pools On The Beach!

3.5 Good 5 reviews
5830 Midnight Pass Road 40
Free Wi-Fi Very good location

The 71 m^2 Renovated 1 Bed / 1 Bath Condo On Siesta Beach! is located 4.7 km from Nora Patterson Bay Island Park and 14 minutes' stroll from Siesta Key Drum Circle. The 1-bedroom apartment features…

Free cancellation
From 387 US$ per night
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