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374 beach rentals

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Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 1 minutes

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$265

Beachfront Getaway in Siesta Key

Siesta Key townhouse

1 bedroom
1 bathroom

sleeps 4

“Very comfortable, nice amenities and well run.” Loved the beach and the nearby restaurants. The free trolly ride was easy to use and a great way to go into the village.

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$223

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$273

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 23 minutes

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$388

Crescent Beach resort, Heated Pool, Jacuzzi, Tennis, Barbeques

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 5

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$314

Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 4

“What a great view” We usually rent a house one block from the main Siesta Key beach area. This year friends rented the house and my husband and I stayed in this condo for a week. Loved the view of the beach from the living room! Loved the lani! Location was great. Pool was massive compared to our usual house pool, however we did have to walk thru parking lot to get there. The noise from the hall was annoying. And I did miss my temperpedic mattress, but had a great relaxing time.

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$327

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$189

Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated - Siesta Sky

Siesta Key condo

1 bedroom
1 bathroom

sleeps 2

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$331

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

2 bedrooms
3 bathrooms

sleeps 6

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$182

2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 5

“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$308

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$165

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$336

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 5

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$205

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$341

Amazing views, 11th flr, On the beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$408

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

1 bedroom
1 bathroom

sleeps 6

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$109

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$343

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (heated) Towels provided

All filters match

Price per night from

$343

BEACH RESIDENCES on Siesta, aka The Hyatt – 3 Bed/3 Bath Luxury Penthouse

Siesta Key hotel apartment

3 bedrooms
3 bathrooms

sleeps 6

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$513

Siesta Key private beach access

Siesta Key villa

3 bedrooms
3 bathrooms

sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$507

Gulf Holiday: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

Match: Shared outdoor pool (heated) Towels provided

All filters match

Price per night from

$170

Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management

Siesta Key villa

1 bedroom
1 bathroom

sleeps 2

Match: Shared outdoor pool (heated) Towels provided

All filters match

Price per night from

$250

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$273

Newly discounted rates! Gorgeous one bedroom across from beach, near village!

Siesta Key condo

1 bedroom
1 bathroom

sleeps 3

“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$245

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$428

Cathy's Crescent Condos-Siesta Key, FL GULF FRONT

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Great View” We stayed at Kathy’s condo during the 4th of July week. The Condo was great and the view was amazing. We enjoyed the fireworks display and easy access to the beach. We look forward to renting her condo again in the future.

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$313

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

Match: Shared outdoor pool (heated) Towels provided

All filters match

Price per night from

$341

Bianco Sands - 3 Bedroom 2 Bath: By Beachside Management

Siesta Key villa

3 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (heated) Towels provided

All filters match

Price per night from

$307

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

3 bedrooms
2 bathrooms

sleeps 8

Match: Shared outdoor pool (heated) Towels provided

All filters match

Price per night from

$341

Sandy Toes Town Home

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$271

Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$130

Sea Club II - 11E: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 2

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$227

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.

Match: Shared outdoor pool (heated) Towels provided

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Price per night from

$270