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389 beach rentals

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Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 5

“Amazing!” I stayed here with my husband and we had a great time! We were in Orlando visiting family and we decided to arrange some us time. The condo was excellent and very clean! Kathy and her husband were very informative, respond quickly,and available when we needed them. What was great was that we had all beach items available to us and were very useful. We were in close proximity to everything and the beach and restaurants were great! Everyone in the area was very friendly and my husband and I want to definitely come back!

Responds fast! avg. 1 hour 14 minutes

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Price per night from

$224

Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 7

“This was the definition of home away from home” great value for your money...very cozy, with lots of new upgrades. Easy access to the beach and restaurants.

Responds fast! avg. 1 hour 14 minutes

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Price per night from

$315

Fanta-Sea 47; By Beachside Management

Siesta Key townhouse

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$458

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

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Price per night from

$267

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$274

Fanta-Sea 49: By Beachside Management

Siesta Key house

5 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$860

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.

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Price per night from

$190

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

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$115

Lakefront Oasis 3 Bdrm House with Heated Pool minutes from village and beach

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$689

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$344

2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach

Siesta Key house

2 bedrooms
2 bathrooms

sleeps 6

“Great Location, Very Well Appointed” This house is perfectly located right in Siesta Key Village within an easy walk to shops and restaurants. It is also just a block from the beach. No parking hassles! The house is very well appointed. The owner has thoughtfully provided more than enough coffee for the Keurig, lots of towels, and all needed kitchen utensils, dishes, containers, and cooking supplies, in addition to a beach wagon and chairs. Although not luxurious, this is a very comfortable rental. We also liked the privacy of having our own house. The only negatives were the lack of towel racks in the bathrooms and the lack of hot water in the bathroom with the tub (it remained only warm, even after running for a very long time). The water in the other bathroom was fine.

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Price per night from

$316

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

Siesta Key hotel apartment

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$516

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.

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Price per night from

$510

Gulf Holiday: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$171

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

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Price per night from

$502

Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management

Siesta Key villa

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$252

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$275

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$343

Bianco Sands - 3 Bedroom 2 Bath: By Beachside Management

Siesta Key villa

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$308

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$343

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!

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Price per night from

$273