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Wireless Internet
Air conditioning
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Beach or lakeside relaxation
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347 villas

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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

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

$509

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

$251

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

$274

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

Sunset Point Siesta Key FL AWESOME RENTAL !!

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 4

“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!

Responds fast! avg. 3 hours 50 minutes

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Price per night from

$802

Bianco Sands - 2 Bedroom - Poolside: By Beachside Management

Siesta Key villa

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$331

Sun and Sea: By Beachside Management

Siesta Key villa

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$286

Siesta Beach House; by Beachside Management

Siesta Key villa

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$320

Tiny House Siesta - Yellow Lifeguard Stand Tiny House

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$422

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.

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$224

Beautiful, Affordable Close to famous Siesta Beach

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

“It was wonderful!” Everything about the trip and condo was great! Mike met us to give us the keys and we called him for suggestions about restaurants, etc. and he was very helpful. The condo was very clean and had everything we needed. It was also great that we were able to use the beach chairs and umbrella. I am already trying to figure out when we can go again.

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Price per night from

$163

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 23 minutes

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Price per night from

$390

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$447

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$489

Hibiscus at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$489

Pineapple at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$489

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

5 bedrooms
5 bathrooms

sleeps 11

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Price per night from

$549

Luxury Village Townhouse w/ Gulf and Beach Views

Siesta Key townhouse

2 bedrooms
2 bathrooms

sleeps 8

“A wonderful home in an equally wonderful location.” The home provides a truly enjoyable family situation. The quality of the furnishings is very nice, the living space is very well maintained and clean and my interaction with the owner was always timely and courteous. My wife and I shared the home with our 14 year old granddaughter during our stay and the quiet enjoyment of the pool and the easy 1-2 minute walk to the Gulf of Mexico and the 5 minute walk to the heart of Siesta Key Village made the location hard to beat. Except for our day trips no car was needed. This is our second stay in the home and we will look to reserving it for our next visit. There were absolutely no disappointments only wonderful experiences.

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Price per night from

$659

120 Steps to the Beach with beach gear included!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$424

Private Studio Apartment - Separate, Private Entrance - Walk to Siesta Village

Siesta Key apartment

1 bathroom

sleeps 2

“gracious and spacious” Lovely home and great location to walk throughout Siesta Key Village and the beautiful sands of the beach!! We were able to have everyone together for a great vacation.

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Price per night from

$148

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

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$131

Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$303

Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 8

“Great location!” The unit was just as described and pictures matched. The view of the ocean and bay were gorgeous. The kitchen was well equipped and there were lots of toys and chairs for the beach.

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Price per night from

$311

Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$266

BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 8

“Trip to paradise” Renting unit was very easy. Unit was the best layout was great. Amenities within we're well thought, out and for us anything we wanted was there including beach chairs. View of ocean was breath taking along with sunsets. I will come back again.

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Price per night from

$311

Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Renovated!

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Great Experience” This condo is well kept, clean and looks directly onto the Gulf of Mexico. We liked it because the furniture is up to date and replaced when it becomes worn. We also love the fact it is within walking distance of a good restaurant. In fact there is nothing about this rental that we don't like and that is why we return there year after year. A great choice for you to start a great experience!

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Price per night from

$266

Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$311

Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Turtle Beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Romantic place. Perfect for young families with small kids” Firshermans Cove is on a shore side. The views are amazing as well as beach which is clean and not crowded at all. Easy check in/out and very quiet place, was ideal in our case, young family with 1,5 old boy. It was nice stay and we hopefully come back again.

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Price per night from

$266

Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Excellent location for a great vacation!” This is the fifth time we have had the pleasure of vacationing at El Galeon. We love the location with the beautiful beach access and walking to restaurants. We love the Manasota Key and have been vacationing there for the last seventeen years. El Galeon Gulf Unit 2 is our favorite place to stay with plenty of space and everything we need for a wonderful stay. We have already reserved "our place" for 2015.

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Price per night from

$266