Cheap Vacation Rentals in Siesta Key

(64 rentals)

Studio | 1 BA | Sleeps 2 | Quick View

3

Distance to beach: 0.3 miles to Siesta Key Beach access 10

$63

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*May - November (seven-month lease) - $1750 per month plus utilities May - November (three-month lease) - $2000 per month plus utilities December - $2900 per month plus utilities January, February, and March - $4900 per month plus utilities April - $3900 per month plus ...

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Property Type

Siesta Key Studio

"Siesta Dream"

My husband and I stayed at the garden Terrace studio. We loved our ultra clean, cozy & romantic little bungalow. It was perfect for us and our little 6 pound Chihuahua! Rich was so accessible, personable ...

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1 BR | 1 BA | Sleeps 3 | Quick View

5

Distance to beach: 0.5 miles to Siesta Key Main Beach

$89

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Sweet and spacious one bedroom condo in a Siesta Key Luxury Resort Building - Harbor Towers Yacht & Racquet Club. Great view of the historic waterfall in front of building, Palm Trees and Blue Skies and Great Sun Sets. 2 Pools (1 for kids), Fitness Room, , 3 lighted Tennis courts, boat marina, gazebo, ...

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Property Type

Siesta Key Condo

"6 mos getaway on Siesta Key"

Great location and amenities. Condo complex beachside. Shuttle to village, walk to beach and eateries. Sit by waterway and enjoy a cocktail. Socialize in the gym or at the pool. Friendly getaway.

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1 BR | 1 BA | Sleeps 2 | Quick View

4

Distance to beach: 0.5 miles to Siesta Key Beach

$97

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*May - November (seven-month lease) - $1995 per month plus utilities May - October (three-month lease) - $2900 per month plus utilities December - $3500 per month plus utilities January, February, and March - $5500 per month plus utilities April - $4500 per month plus ...

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Property Type

Siesta Key Cottage

"Excellent pet-friendly bungalow"

This studio was perfect for our 4 week stay in Siesta Key! The neighborhood is beautiful and quiet-and everyone we met was so friendly-to us and to our dog! Every day we walked into the Village-where ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Pool

About this property

Newly renovated 1/1 condo with everything you need to relax or work from home! Bedroom offers a king size bed, large closet, dresser, two nightstands with storage, desk equipped with keyboard, mouse, printer and laptop stand, and large TV with WiFi connection to watch all your favorite apps. There’s ...

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Property Type

Siesta Key Condo

"We enjoyed your wonderful condo!"

We really enjoyed your beautiful condo and we’re so comfortable there and had a great time. We loved the beach-themed decorating so much And the king sized bed was so cold for table that we want to buy ...

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2 BR | 1.5 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.3 miles to Siesta Key Beach

$121

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*June- November (six-month lease) - $3500 per month plus utilities June- November (three-month lease) - $3900 per month plus utilities December - $6500 per month plus utilities January, February, March, and April - $7900 per month plus utilities May - $3900 per month ...

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Property Type

Siesta Key Bungalow

"Perfect location to enjoy Siesta Key – wonderful hosts – stay here!"

Choose this home for its fantastic location, hosts and amenities - easy walk to the beach or downtown Siesta Key, but feels miles away from the crowds in its tropical setting.The home was perfect for ...

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2 BR | 2 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

$121

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*June- November (six-month lease) - $3500 per month plus utilities December - $6500 per month plus utilities January, February, and March - $8900 April - $7900 per month plus utilities May - $4900 per month plus utilities 50% deposit upon booking, balance 90 prior ...

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Property Type

Siesta Key Bungalow

"We Keep Coming Back"

It's all about The Lily Patch on Palm Island in the village of Siesta Key!!! We've love it so much that we've signed up again for 2021 (Winter #3) and sent in a donation to the neighborhood HOA this time. Bring ...

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1 BR | 1 BA | Sleeps 4 | Quick View

7

Distance to beach: 0.5 miles to Siesta Key Main Beach

$125

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Sweet Siesta Key Condo, Spacious and Quiet One Bedroom Vacation Rental with 2 Queen beds in bedroom, walking distance to Siesta Key Main Beach. You really don't even need a car on this vacation. There is a free Siesta Key Trolley to take you to the Village and back, and to the many restaurants, shops, ...

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Property Type

Siesta Key Condo

"Sue Bradley’s Condo on Siesta Key, Florida"

The condo is lovely! It has a screened in lanai with pleasant views of the courtyard in front with a side view of the harbor to the left. It has a great location as it is in close proximity to the beach ...

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2 BR | 1.5 BA | Sleeps 4 | Quick View

5
LAST MINUTE DEAL 5/17 - 6/28: * Fantastic Bay View Condo * Siesta Key #1 Beach of the US * Pool * Tennis *

$125

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Vacation rental with private beach on the # 1 beach in the USA - Siesta Key on the Gulf of Mexico (Sarasota)*** STAY SAFE *** In response to COVID-19, additional safety and sanitation measures are taken ***Siesta Key, awarded for its pristine, powdery white beaches and its azur blue waters is ...

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Property Type

Siesta Key Apartment

"Beautiful view"

Siesta Key is a favorite. The convenience of walking a short and healthy walk to the white sand is a plus. The property management was quick to take care of a few concerns we had upon arrival to make ...

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DEAL

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Our little piece of paradise is a one bedroom condominium ideal for couples or young families. We are located at 73 Avenida Messina in unit #7 on the ground floor of the Gulf Holiday Apartments. We are 300 ft. from the Gulf of Mexico and about a five minute walk from the village - known for its shops, ...

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Property Type

Siesta Key Condo

""Awsome stay !!""

This location was the best we have ever had , off the beach like 2 minute walk(if that), unit was spotless and so clean and quiet, wonderful clean pool and area, sunsets were the best , out owner were more ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

The Siesta Key vacation condo rental is a one bedroom / one bathroom individually owned condominium at the Gulf and Bay Club Bayside and is furnished with the basic household items necessary for normal living. This unique Old Key West style condo is fully equipped with an emphasis on vacation living. ...

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Property Type

Siesta Key Condo

"Bay side"

Great townhouse great location very cleanIt had all the amenities for the beach pools were very nice walk to the beach

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Studio | 1 BA | Sleeps 4 | Quick View

$134

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

We are proud of our Siesta Key Condo at Ebb Tide. This Florida Beach Rental is in the heart of Crescent Beach. Once you park your car there is no need to use a car for the rest of your stay. A short one minute walk and your toes are enjoying the lush, white (quartz) sands of the crescent beach.The ...

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Property Type

Siesta Key Studio

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Roomy 2 bedroom, 2 full bath condo in prime Siesta Key location. Comfortably furnished living room, dining area, all linens and fully equipped kitchen included, ceiling fans in all rooms, Flat screen tv in living room with DVD player and a flat screen in the master bedroom. Master bedroom has queen-size ...

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Property Type

Siesta Key Condo

"a Great Find That Feels Like Home"

A wonderful find in Siesta Key. This condo is on ground level and felt like we were at home as soon as we walked in. It is very inviting, comfortable and nicely decorated, and furnished with everything ...

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2 BR | 2 BA | Sleeps 6 | Quick View

6

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

$135

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*June- November (six-month lease) - $3500 per month plus utilities June- November (three-month lease) - $4500 per month plus utilities December - $6500 per month plus utilities January, February, & March - $8900 per month plus utilities April - $7900 per month plus ...

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Property Type

Siesta Key Bungalow

"A Great Home Away from Home"

I loved my two months at Blue Lagoon. It has a great location, near the beach and the village. Palm Island is a great neighborhood, a secluded enclave within Siesta Key. I got to know a lot of my neighbors ...

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2 BR | 2 BA | Sleeps 6 | Quick View

9

Distance to beach: 0.3 miles to Crescent Beach on Siesta Key

$139

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Siesta Key Condo - Siesta Key ParadiseLooking for a vacation rental in Siesta Key? Look no further... we have a two bedroom first floor condo located on the spacious, gorgeous landscaped grounds of Midnight Cove ii.Enjoy great views from our lanai watching boats, yachts, and wildlife on the Intracoastal ...

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Property Type

Siesta Key Condo

"Repeat visitor"

We have visited at the condo numerous times. Every visit has been fun and relaxing. Clean and comfortably furnished.. With the beach, restaurants and shops close by, having a beautiful view of the causeway ...

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2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 800 feet to Siesta Key Beach

$140

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

Brand New Condo, completely renovated. 2 Bedroom, 2 Bath large condo with granite kitchen and baths. Tile deck flooring. Full water views from our 6th floor location. See all the way to end of Anna Marie on clear day. Ringling bridge, downtown Sarasota, Lido and Bird Key views. King bed in master ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 0.1 miles to Crescent Beach on Siesta Key

$141

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

This 2nd floor, completely renovated 2 bedroom, 2 full bath condo in Siesta Harbor with private beach access and overlooking its own private harbor is the perfect getaway to the #1 beach on Siesta Key in Sarasota, Florida. This unit is located next to the community pool and hot tub along with guest grilling ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 200 yards to Siesta Key Crescent Beach

$142

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

We invite you to stay in our spacious 2 bed 2 bath condo, 'Siesta Chillin', across from the beautiful crystal sands of Crescent Beach on Siesta Key. Siesta Chillin has been recently updated and has all the conveniences of home in an amazing vacation spot at The Anchorage Yacht and Tennis Club.When ...

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Property Type

Siesta Key Condo

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Pool

About this property

PLEASE CONTACT US FOR FLORIDA RENTALS SPECIAL DISCOUNTS RATES!VOTED #1 BEACH IN AMERICA! JUST MINUTES TO YOUR DOOR WAY. THREE POOLS, SHUFFLE BOARD, GRILLS, PRIVATE BEACH AREA, LAUNDRY FACILITIES, PATIO FOR COOKING AND EATING OUTDOORS. SHORT WALK TO SOUTH VILLAGE WITH RESTAURANTS, GROCERY STORE, NIGHT ...

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Property Type

Siesta Key Condo

"Sandpiper #23"

The property was generally in good shape, clean and made for a pleasant stay. We also felt safe and the property was fairly priced.

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2 BR | 2 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.1 miles to Siesta Beach

$143

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool

About this property

Our new unit are truly a site to see. 2 BR / 2 BATH completely remodeled, newly furnished unit with fully equipped kitchen, cable TV, WiFi, and washer/dryer. Enjoy a Resort Style pool area beautifully landscaped with 2 Tiki Bars and plenty of space to work on your tan! Not to mention a grassed area for ...

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Property Type

Siesta Key Condo

"Nice place!!"

My ground floor unit was very convenient for me, though agree with another reviewer re there is a lack of noise cancellation from upstairs. Close to village and beach so didn't need to drive my car for ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated PoolLocated right in the Heart of Siesta Village, Sarasota FL - Short Walk to Crescent BeachVILLAGE WEST: This Siesta Key one bedroom ground floor condo vacation rental is located right in the heart of Siesta Village ...

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Property Type

Siesta Key Condo

"Great location!"

The location of this rental was perfect. We were able to walk into the village to shop and eat within a few minutes. Drive time to local attractions was minimal.

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2 BR | 2 BA | Sleeps 7 | Quick View

11

Distance to beach: 120 yards to Siesta Key Crescent Beach

$145

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

NOTE:....................!! We have sold this Condo. While the new owner will honor all current bookings there are no further bookings being taken until the new owner decides if and how he will rent it out. I do have another 2BR-2BA 2 story Townhouse in the same complex... … ...YouTube Video-- ...

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Property Type

Siesta Key Condo

"Superb location a 2 minute walk to the beach!"

This unit is literally a stones throw from the beach! Perfect for the beach vacation. I had my family of 5 and my mom stay with us in this unit. We were comfortable but space is limited. We did know that ...

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2 BR | 2 BA | Sleeps 6 | Quick View

8

$145

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Pool

About this property

Located on siesta Key in Sarasota, FL. The Palm Bay Club has two heated pools both Bayside and Gulfside. A private marina, dock, spa, tennis courts, fitness rooms and is located on Crescent Beach voted number one beach USA 2014Sarasota is located approximately 40 minutes South of Tampa. 1 1/2 hour ...

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Property Type

Siesta Key Condo

"Location!!"

We had never been to SK before but couldn’t have picked a better location for our stay. We walked frequently to Crescent Beach, Siesta Beach and the village and also south to Turtle Beach. Our condo was ...

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2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 0.1 miles to Crescent Beach Siesta Key

$147

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome to The Anchorage Yacht and Tennis Club across from the beautiful sands of Crescent Beach on Siesta Key. Sitting directly on the intercoastal waterway where you can park your boat, jet ski, kayak, and paddleboard. This complex has an Olympic size pool, three lighted tennis courts, pickleball nets. ...

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Property Type

Siesta Key Condo

"Everything Advertised and More"

We really enjoyed our 2 week stay. The location made the trip. We did not have to battle the traffic getting on and off the Key when we went exploring. When we stayed everything we needed was within walking ...

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

You will fall in love with this condo! Everything you would possibly need is provided. Enjoy relaxing on the lanai in the morning with your coffee or a glass of wine in the evening. Nice beach chairs, beach umbrellas, straw mats, small cooler, swim noodles and a beach bag are all in the condo for your ...

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Property Type

Siesta Key Condo

"nice clean condo with a perfect view of Siesta key beach"

We've had a wonderful & relaxing time at the condo. We love the view and the location. Very clean, new updated and well equipped condo, it shows the owner put the extra care for the guests. The beach ...

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Studio | 1 BA | Sleeps 2 | Quick View

Distance to beach: 0.0 miles to Siesta Key Main Beach

$150

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Sweet Penthouse Condo on Siesta Key with Water Views everywhere. Located in a resort setting at Harbor Towers Yacht & Racquet Club with heated pool, lighted har-tru tennis courts, gym with locker rooms and much more. This top floor (7th floor) one bedroom condo has AMAZING WATER VIEWS FROM ALL ...

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Property Type

Siesta Key Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Come fall in love with Siesta Key! Located on the 5th floor of the west wing of Harbor Towers Yacht & Racquet Club this waterfront 2 Bedroom 2 Bath Condo has a fantastic view of the pool & the Intra-coastal from every room. The views from the glassed-in lanai and the breezes are very special ...

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Property Type

Siesta Key Condo

"AMAZING VIEWS, Comfortable Clean Condo"

This condo will exceed your expectations. Updated, comfortable, and amazing views from every room, of the intercostal, the pool, and the beautifully landscaped grounds. Makes for a very relaxing and ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

The completely updated 6th floor unit in Casarina has a magnificent gulf view, exceptional pool, hot-tub and BBQ area, and a prime in-garage parking space, steps from the elevator.

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Property Type

Siesta Key Condo

"Living in paradise"

Spectacular view. Condo had new AC and was delightfully quiet. Immaculate pool - never crowded and heated to perfection. Hot tub kept clean daily. BBQ grills available and we’re kept clean as well. Friendly ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This is a terrific little beach side studio located steps to the beach with actual beach access right across the street. Perfect for the avid beach goer and for experiencing the island life of Siesta Key. Siesta Key Village is also located a few blocks away which offers a myriad of dining, shopping, bars, ...

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Property Type

Siesta Key Studio

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2 BR | 1.5 BA | Sleeps 4 | Quick View

24
Owner special: April 2023 dates just opened up, plain your Siesta Key vacation now before the dates are gone!!

Distance to beach: 200 yards to Crescent Siesta Key Beach

$154

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool
  • Rentals by owner

About this property

Located in beautiful Siesta Key, Fl (consistently ranked #1 beach in the US!!) in Midnight Cove 1, this bayside condo spoils its occupant with all the amenities and luxuries needed for a relaxing, tropical vacation. Nestled amid lush landscaping in this gated community, our unit is newly remodeled and ...

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Property Type

Siesta Key Condo

"Condo in Paradise"

Sandy;s Condo was beautiful and close to the beach and inter-coastal. Sandy was very responsive with any questions we had. We didn't have many because everything you need to have a great vacation, is right ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome to La Siesta Unit 112! This quiet 2-bedroom 2- full bath end unit is located on the ground floor of the La Siesta Condominiums complex with a direct walk out access to all Siesta Key Beach amenities. ***We are COVID friendly, clean, and have ANTI-VIRAL UV LIGHT TREATMENT HVAC system***. We are ...

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Property Type

Siesta Key Apartment

"Awesome"

We were so happy with our stay ! The condo was perfect And the owner was so attentive if we had questions or concerns The location ! Can’t say enough Walking distance to the most beautiful beach ...

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2 BR | 1.5 BA | Sleeps 4 | Quick View

Distance to beach: 950 feet to Crescent Beach

$157

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Direct-with-Owner Rental Discounts: Midnight Cove #714 offers "All-In Price" 15% to 30% Discounted Rental Rates from $863 to $2,108 /Wk Depending on the Season ($130 departure cleaning extra - $400.00 refundable security deposit required) & SAVINGS from $212 to $669 /Wk from the listed ...

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Property Type

Siesta Key Condo

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2 BR | 1.5 BA | Sleeps 4 | Quick View

1

Distance to beach: 850 feet to Crescent Beach

$157

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Direct-with-Owner Rental Discounts: Midnight Cove #532 offers "All-In Price" 15% to 30% Discounted Rental Rates from $863 to $2,108 /Wk Depending on the Season ($130 departure cleaning extra - $400.00 refundable security deposit required) & SAVINGS from $212 to $669 /Wk from the listed ...

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Property Type

Siesta Key Condo

"Wonderful stay"

We stayed in a beautiful Valencia community and enjoyed the home, the community and the people. Close to everything. We give it 5 stars!

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1 BR | 1 BA | Sleeps 4 | Quick View

$160

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Casa Blanca is within walking distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. Our villas are located between the pool area and famous Crescent Beach. Each villa is individually decorated, fully equipped and professionally landscaped. ...

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Property Type

Siesta Key Villa

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1 BR | 1 BA | Sleeps 4 | Quick View

$160

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to your home away from home! Casa Blanca unit D08 was entirely renovated at the end of 2015. Everything inside is brand new and beautifully updated. Features include a king size bed, walk-in shower, new furniture, new appliances, and brand new tile throughout. Casa Blanca is within walking distance ...

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Property Type

Siesta Key Villa

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3 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 0.5 miles to Siesta Beach access 7

$160

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*June - November (six-month lease) - $3500 per month plus utilities June - November (three-month lease) - $4500 per month plus utilities December - $6500 per month plus utilities January, February, & March - $8900 per month plus utilities April - $7900 per month ...

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Property Type

Siesta Key Bungalow

"My stay at the Canal Place in Siesta Bungalows"

I am thoroughly enjoying my stay at Siesta Bungalows!!! My place is clean, quiet, and in a fabulous location!! I am about a 5 minute walk to the village and only a 7 min walk from the breathtaking Siesta ...

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1 BR | 1 BA | Sleeps 4 | Quick View

1

$160

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Come and enjoy this wonderful 1Bedroom 1Bath Villa. Steps away from the pool and a short walk to private beach, where you can build an awesome sand castle or relax under a canopy or umbrella. Enjoy that first morning cup of coffee in the screened in lanai. Amenities: Personal secured wireless ...

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Property Type

Siesta Key Villa

"Best Resort Ever"

Wonderful time at Case Blanca. Our Villa was sweet, clean and handy to laundry and pool. The beach was perfect in every way and was impressed with how staff worked to keep everything clean. We would definitely ...

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1 BR | 1 BA | Sleeps 4 | Quick View

1

$160

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Casa Blanca is within walking distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. Our villas are located between the pool area and famous Crescent Beach. Each villa is individually decorated, fully equipped and professionally landscaped. ...

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Property Type

Siesta Key Villa

"too bad i can't stay all year!"

Casa Blanca is older, built in the sixties but very well kept and clean. I like the fact that you are only several yards from the beach and by the way you won't find any beachs anywhere better than this. ...

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2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 25 feet to Whispering Sands (private); Crescent (public)

$163

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

Enjoy living steps away from the cool, pure-white sands of the award-winning beach of Siesta Key! Drink in the sunsets over the Gulf from the private balcony, from the living room, or from the master suite -- where you can also watch the moon setting from your king-sized bed! The private beach with ...

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Property Type

Siesta Key Condo

"BEST place on the key! Closest to the sand and to the village."

We couldn't have been happier with this home. There is no better location on all of Siesta Key. You can easily walk to the village (not this case with most condos south on the key) but it's also very quiet, ...

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2 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 600 yards to Siesta Key Beach

$167

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

There's plenty of room for everyone here at Our House. We have a split-level living area facing a large screen HDTV, so anytime you need a little down time from all the outdoor fun, settle in with your favorite movie, a bowl of popcorn, and frosty drinks. The kitchen's just a few steps away, and it's ...

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Property Type

Siesta Key Townhome

"Perfect townhouse at the beach!"

The location is amazing - the beach right across the street. This place is fully stocked with whatever you need, from dishes, beach towels, loads of beach chairs, coolers, wagons, etc. It definitely made ...

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2 BR | 1 BA | Sleeps 6 | Quick View

Distance to beach: 0.3 miles to Siesta Key

$171

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

2 Bed, One Bath Top Floor Condo overlooking Siesta Key Beach Relax and enjoy spectacular Florida sunsets overlooking world famous Siesta Key Beach. This upscale, coastal design condo comfortably accommodates 6 and features 2 bedrooms, 1 full bath, a full kitchen and a comfortable living room overlooking ...

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Property Type

Siesta Key Condo

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1 BR | 1 BA | Sleeps 4 | Quick View

5

Distance to beach: 20 yards to Siesta Key Beach

$179

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

We are full turnkey condos. Our laundry facilities, gas grills around the pool, in unit cleaning supplies and dishwasher detergent are complementary. We are easily within walking distance to the Main Siesta Key beach (100 ft & across beach road to access #10) and the "Village"(most of the ...

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Property Type

Siesta Key Condo

"Getting away from Ohio cold and snow"

We liked staying at Sea Spray resort. Close to the beautiful Siesta beach nice short walk which we loved. Place was clean with necessary appliances needed. Liked using the grills outside they worked well ...

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1 BR | 1 BA | Sleeps 4 | Quick View

2

Distance to beach: 100 yards to Crescent Beach

$180

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Simply relaxing one bedroom condo with a king bed facing the pool area and just a few steps to the private entrance to" Siesta Key #1 beach" white quartz sand beach . Additionally a Lazyboy queen Air Dream sofa sleeper for separate sleeping area if needed Unit includes a full kitchen for ...

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Property Type

Siesta Key Condo

"perfect place"

The location was perfect and the accommodations had everything we needed. Can't wait to visit again.

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2 BR | 1 BA | Sleeps 4 | Quick View

7

Distance to beach: 0.2 miles to Siesta Key Beach

$180

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Our adorable unit – Casita Siesta - is located at Gulf & Bay Bayside on Siesta Key, on the bay just south of Sarasota and with private beach access to world-famous Siesta Key Beach. It is a lovely 2 bdr/2 bath unit with a spacious living room and sunny lanai. The master bedroom has full bathroom ...

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Property Type

Siesta Key Condo

"Girls Vacation 2022"

This Condo is amazing! Right across from the pool in a Beautiful,quiet, gated community across the street from the amazing private Siesta Key beach! This condo was spotless the owner is amazing to deal ...

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1 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: -100.0 feet to Crescent Beach -- we are located on the beach

$180

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Sea Crest on Siesta Key is a small 40-unit condominium complex at 1129 Seaside Drive consisting primarily of one-bedroom units with separate bedroom, one efficiency, and one two-bedroom, two-bathroom unit. A true old style Floridan resort. Enjoy our one bedroom condo just a few steps to our private ...

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Property Type

Siesta Key Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Welcome to Sea Angel! This private unit is perfect for small families, with the ability to accommodate up to 4 guests, with 1 bedrooms and 1 bathrooms.Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Welcome to Sea Coast! This private unit is perfect for small families, with the ability to accommodate up to 4 guests, with 1 bedrooms and 1 bathrooms.Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Welcome to Sea Foam! This private unit is perfect for small families, with the ability to accommodate up to 4 guests, with 1 bedrooms and 1 bathrooms.Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta ...

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Property Type

Siesta Key House

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2 BR | 1.5 BA | Sleeps 5 | Quick View

Distance to beach: 250 feet to Siesta Key

$184

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

On Siesta Key - Quick walk to Siesta Key's world famous beach. Beautiful and private, this updated condo with granite kitchen and tile floors overlooks the bay inlet and boat basin. Across street from world famous beach. Fully amenitied condo in amentied condo complex. Large community pool, tennis ...

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Property Type

Siesta Key Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This beachside unit is located just across the street from Siesta Key public beach. Simple and elegant furnishings include a king-size bed, also a comfortable Queen-size Murphy bed (no sleeper sofa to toss and turn on keeping you up all night), 32" LED TV W/HD programming and access to streaming ...

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Property Type

Siesta Key Studio

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2 BR | 1 BA | Sleeps 5 | Quick View

$186

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Quick notes: " 2 bedrooms, 1 bath " Sleeps 5 " Free-standing villa - no shared walls or floors/ceilings! " Private in-unit high-speed internet " Smart/HD TVs with Hulu in living room and bedrooms " Five-night minimum.Welcome to ...

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Property Type

Siesta Key Villa

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