Cheap Vacation Rentals in Siesta Key

(69 rentals)
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Tranquil 1 Bedroom Condominium Steps Away From Siesta Key Village & The Gulf!

$103

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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 !!""
Reviewed August 27, 2021

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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Sweet Siesta Key, Walk to Beach, Only $1800/month

1 BR | 1 BA | Sleeps 4 | Quick View

6

Distance to beach: 0.5 miles to Siesta Key Main Beach

$109

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pets allowed
  • Pool
  • Rentals by owner

About this property

Sweet Siesta Key, Spacious One Bedroom Condo (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, bars, food markets. This ...

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Property Type

Siesta Key Condo

"Siesta fun"
Reviewed August 4, 2021

We rented this condo for 3 months Sue is an incredibly nice person and easy to work with condo was very clean everything was in good working order and well stocked and had everything you needed for the ...

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Newly Renovated,Pet Friendly, Walk to Siesta Key Beach!

$121

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Pets allowed
  • 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

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Best Deals On Siesta Key

Studio | 1 BA | Sleeps 4 | Quick View

$123

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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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Siesta Key Getaway

1 BR | 1 BA | Sleeps 2 | Quick View

$126

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Rentals by owner

About this property

Perfect location to relax and enjoy your Siesta Key tropical vacation or get away. Enjoy breath-taking sunsets from the your own screened lanai with beautiful water views.Comfortable 1 bedroom (king size bed), ground floor condo located directly on Turtle Beach Inlet where you can fish, swim, paddle ...

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Property Type

Siesta Key Apartment

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Village West VW Unit 102. One Bedroom - Ground Floor Condo - Heated Pool

$132

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

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

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Beach Road - Bari. Beachside Studio Located Across from Main Beach and Half

$133

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

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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Family friendly beautiful 2BR, 2BA with bayside and beach Access!

$136

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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

"Great location! Easy access to Siesta Key Beach!"
Reviewed May 27, 2021

Great location and very easy access to the beautiful white sands of Siesta Key Beach! The only drawback of this condo was the toilet in the master bedroom was out of service. However, the toilet in the ...

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Casita Coco - Ask About $99 Down!

$139

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings ...

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Property Type

Siesta Key House

"Florida trip in siesta keys"
Reviewed February 20, 2021

I loved it and so did my grandkids kids everyone was so friendly what a beautiful place and it was a very nice place and the cost was low the woman that rented us the condo was a b great person

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Siesta Towers #6F Gulf views and Downtown Sarasota Views. Siesta Key Village

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
  • Full kitchen
  • Kid friendly
  • 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 bedroom 2 bathroom Siesta Key

2 BR | 2 BA | Sleeps 6 | Quick View

7

$140

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Full 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

"It was nice that the harbor was next to the pool and hot tub."
Reviewed July 22, 2021

Great location to the beach and restaurants. It was very nice that they had a keypad to get into the condo. That way you didn’t forget to take a key with you. The condo had plenty of room for me and ...

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“SANDPIPER” Siesta Key Beach -Vote #1 beach in America with crystal quartz sand

$141

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Full 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"
Reviewed January 8, 2020

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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Garden Terrace - Studio Cottage -MONTHLY-Pet Friendly-Fully Furnished

Studio | 1 BA | Sleeps 2 | Quick View

2

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

$143

avg/night

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Key Amenities

  • Air conditioning
  • Pets allowed
  • Rentals by owner

About this property

*Calendar month rentals only*May - November (seven-month lease) - $1500 per month plus utilities May - November (three-month lease) - $2000 per month plus utilities December - $2500 per month plus utilities January - $3500 per month plus utilities February and March - $4500 per month plus utilities April ...

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Property Type

Siesta Key Studio

"Excellent location"
Reviewed May 14, 2019

I stayed in the small, but perfect sized for me, cottage behind one of the other rentals. Rich met me to check in and go over the details of the property. Very nice family of three, easy to reach by any ...

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Vinca - Ask About $99 Down!

1 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 0.2 miles to Siesta Key Beach - Access # 5

$144

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings ...

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Property Type

Siesta Key House

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Sweet Siesta Key Resort Condo

1 BR | 1 BA | Sleeps 3 | Quick View

4

Distance to beach: 0.5 miles to Siesta Key Main Beach

$144

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

"Siesta Beach House"
Reviewed January 22, 2021

I am so glad I found this accommodation! right at the beach with private access! 2 min and I am at one of the widest and white powdery sand beach ever visited! Location is the biggest point I would say ...

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Mimosa - Ask About $99 Down!

1 BR | 1 BA | Sleeps 4 | Quick View

2

$147

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pets allowed

About this property

This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies • Deferred Payments • Adjusted Deposit Amounts Ask us about how you can qualify for this special offer!We go above and beyond the industry standard for cleanings ...

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Property Type

Siesta Key House

"Vacation"
Reviewed March 1, 2021

We had a wonderful time and the condo was exactly as presented. Sue was fantastic.This was our first time at Siesta Key as well as first time to stay a month anywhere. Other residents were very friendly ...

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Fern Haven Tropical -Studio Cottage -MONTHLY RENTAL-Pet Friendly-Fully Furnished

1 BR | 1 BA | Sleeps 2 | Quick View

4

Distance to beach: 0.5 miles to Siesta Key Beach

$150

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Pets allowed
  • Rentals by owner

About this property

*Calendar month rentals only*May - November (seven-month lease) - $1695 per month plus utilities May - November (three-month lease) - $1995 per month plus utilities December - $2900 per month plus utilities January - $3900 per month plus utilities February and March - $4900 per month plus utilities April ...

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Property Type

Siesta Key Cottage

"Excellent pet-friendly bungalow"
Reviewed March 2, 2020

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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Siesta Key Condos - Gulf & Bay Club Bayside Condo

$153

avg/night

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Key Amenities

  • Air conditioning
  • Full 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"
Reviewed March 11, 2021

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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Sun, Sand & *Save 15% to 30% per Week* at Midnight Cove #714 in Siesta Key, FL

2 BR | 1.5 BA | Sleeps 4 | Quick View

Distance to beach: 950 feet to Crescent Beach

$156

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Rentals by owner

About this property

"Stop clicking around the web, and endless window shopping for your next Siesta Key Vacation Property Rental, and take advantage of the super accommodation cost savings offered in “Every-Day Deals” and “Sell-Off Deals”, with a Direct-with-Owner bayside Reservation at Midnight ...

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Property Type

Siesta Key Condo

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Sun, Sand & *Save 15% to 30% per Week* at Midnight Cove #532 in Siesta Key, FL

2 BR | 1.5 BA | Sleeps 4 | Quick View

Distance to beach: 850 feet to Crescent Beach

$156

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool
  • Rentals by owner

About this property

"Stop clicking around the web, and endless window shopping for your next Siesta Key Vacation Property Rental, and take advantage of the super accommodation cost savings offered in “Every-Day Deals” and “Sell-Off Deals”, with a Direct-with-Owner bayside Reservation at Midnight ...

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Property Type

Siesta Key Condo

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Quiet, Spacious Waterfront Condo on Blind Pass Lagoon: The Rock 'n Reel

$157

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pets allowed
  • Rentals by owner

About this property

This unit is a 2 bedroom, 2 bath condo with boat slip located directly on Blind Pass Lagoon. The unit is part of a quiet, 8-unit building just a 5-minute walk from Turtle beach. The family room is large, with doors that open up the entire room to the large screened-in lanai. Have coffee or cocktails ...

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Property Type

Siesta Key Condo

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* Fantastic Bay View Condo * Siesta Key * #1 Beach of the US

$158

avg/night

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Key Amenities

  • Air conditioning
  • Full 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"
Reviewed August 10, 2021

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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Luxury Condo, walk to Siesta Key Beach!

2 BR | 2 BA | Sleeps 4 | Quick View

4

Distance to beach: 0.5 miles to Siesta Key Beach

$158

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Rentals by owner

About this property

Newly Renovated Vacation Rental on Siesta Key. Fully furnished, 2 bedroom/2 bathrooms in the prestigious Harbor Towers Yacht & Racket Club. Condo sleeps 4. King Bed in Master, 2 twin beds in second bedroom. New porcelain wood-look floors, new kitchen appliances, beautifully furnished, cable TV and ...

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Property Type

Siesta Key Condo

"Siesta Key paradise"
Reviewed September 21, 2021

The condo was in the perfect location, very clean. We were within walking distance to siesta key beach. Pool was nice and the bay was right there for fishing. Great place to rent:)

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One Ocean - B. Renovated 2 bedroom 1 bath Siesta Key Vacation Rental with

$160

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

About this property

Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living space for 4 but can sleep a maximum of 6. The master bedroom is furnished with a queen-size bed and guest bedroom is furnished with two twin-size ...

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Property Type

Siesta Key Condo

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Gorgeous Views in this Siesta Key Condo

2 BR | 2 BA | Sleeps 6 | Quick View

8

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

$160

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

"Beautiful location"
Reviewed September 9, 2021

We enjoyed our stay at the condo. Thank you Robin for your comfortable condo and clean rooms and beds. We had little problem with locking the bedroom doors, other than that very happy with the place. Nice ...

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One Ocean - A. Elegant 2 bedroom 1 bath Siesta Key vacation rental with

$160

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

About this property

Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living space for 4 but can sleep a maximum of 6. The master bedroom is furnished with a queen-size bed and guest bedroom is furnished with two twin-size ...

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Property Type

Siesta Key Condo

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Beach Road - Capri. Elegant Studio Retreat Across the Street from Beautiful

$160

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

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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Holiday House 2. Renovated Siesta Key Vacation Rental W / Heated Pool Walking

$163

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

Take a look at this well appointed 1 bedroom 1 bath unit just a couple hundred meters from the #1 beach in America, Siesta Key Beach. This vacation rental unit has an open living area with full kitchen, dining area, and living room with flat screen TV. Walk through the large sliding glass doors out to ...

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Property Type

Siesta Key Condo

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Private Beach Updated Island Reef Condo

2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 500 yards to Island Reef's own

$163

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Pool
  • Rentals by owner

About this property

Updated 2 Bd -2 Ba condo on Siesta Key! Located on the quiet southern end of Siesta Key, Island Reef condominiums is a beach to bay community. THERE IS A MONTHLY or 30 DAY MINIMUM RENTAL, per the condo association rules. The community offers a private beach, 2 heated swimming pools, 2 tennis ...

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Property Type

Siesta Key Condo

"Paradise Found!"
Reviewed March 24, 2019

After spending a glorious month in 303G at Island Reef Resort, let me tell you many of its fantastic assets. First, the condo looks even better than the online photos and welcomes guests with gorgeous, ...

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Holiday House 1. Walk to the Beach and More from this Fully Renovated Unit

$163

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Pool

About this property

Walk the soft sandy shores of Siesta Key beach from this 1 bedroom 1 bath vacation rental on Siesta Key. The unit offers an open floor plan with full kitchen, dining area, and living room with flat screen TV. Through the large sliding doors you can sit out and enjoy the pool area on the screen enclosed ...

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Property Type

Siesta Key Condo

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2BR2BA 2nd Floor 800sqft Condo Siesta Key Crescent Beach + WiFi No Road to Cross

2 BR | 2 BA | Sleeps 7 | Quick View

8

Distance to beach: 120 yards to Siesta Key Crescent Beach

$164

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Private pool
  • Rentals by owner

About this property

Open: Oct 25-30; Nov 28 - Dec 17; Jan 1-10; Feb 26 - Mar 5; Mar 19-26.... … ...YouTube Video-- ask!! ... Dr. Beach names Siesta Beach Best Beach in US - just Google 'dr beach names siesta beach best beach in us' and find out why. We have a new 360 degree picture layout of all rooms, similar ...

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Property Type

Siesta Key Condo

"Great"
Reviewed August 11, 2021

Perfect place to stay with kids or a group of friends. Right on the beach. The beach is amazing and so is the town

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Casa Blanca D08 Villa

1 BR | 1 BA | Sleeps 4 | Quick View

$165

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full 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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Casa Blanca B12 Villa

1 BR | 1 BA | Sleeps 4 | Quick View

$165

avg/night

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Key Amenities

  • Air conditioning
  • Full 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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Casa Blanca D01 Villa

1 BR | 1 BA | Sleeps 4 | Quick View

$165

avg/night

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Key Amenities

  • Air conditioning
  • Full 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

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Casa Blanca B 03 Villa

1 BR | 1 BA | Sleeps 4 | Quick View

$165

avg/night

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Key Amenities

  • Air conditioning
  • Full 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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Siesta Heron 1 / Antigua. Siesta Key Lakefront Hidden Paradise Among Tropical

$168

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40" flatscreen TV with HD programing. The kitchen is equipped with 4-burner gas range, refrigerator, ...

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Property Type

Siesta Key Condo

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Siesta Heron 2 / Bahama. Lakefront Property on Siesta Key Among Tropical

$169

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40" flatscreen TV with HD programing. The kitchen is equipped with 4-burner gas range, refrigerator, ...

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Property Type

Siesta Key Condo

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Siesta Key Beachfront Condo with Gulf View!

$169

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • 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

"Great Location"
Reviewed February 12, 2021

We rented this condo for two weeks to get away from the cold. The location is perfect -- loved listening to the gulf surf from the balcony and taking walks on the beach. Kevin and Missy were very responsive ...

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Sea Harmony Luxury Siesta Key Vacation Home

$171

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

"The perfect get away with a fabulous view!"
Reviewed July 6, 2021

The location is amazing for visiting beautiful Siesta Key beach, other surrounding beaches, or driving into to Sarasota. We enjoyed catching the trolley to the beach, shopping at local island shops and ...

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Midnight Cove II Bayside #734 Beautiful top floor condo overlooks bay

2 BR | 1.5 BA | Sleeps 5 | Quick View

Distance to beach: 250 feet to Siesta Key

$174

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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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Siesta Heron 4 / Sand Dollar. Hidden Paradise on Lakefront Property Among

$176

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40" flatscreen TV with HD programing. The kitchen is equipped with 4-burner gas range, refrigerator, ...

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Property Type

Siesta Key Condo

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Siesta Heron 3 / Captiva. Hidden Paradise Among Tropical Landscape on Lakefront

$176

avg/night

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Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40" flatscreen TV with HD programing. The kitchen is equipped with 4-burner gas range, refrigerator, ...

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Property Type

Siesta Key Condo

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Siesta Key Beach direct access from your front door

2 BR | 2 BA | Sleeps 6 | Quick View

3
LAST MINUTE DEAL 10/9 - 11/20: $1008/ week in November! 2 BR 2 BATH perfect location! 200 steps to beach easy walk to village!

$176

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

"Siesta key Beach Break"
Reviewed April 28, 2021

This was a lovely condo within steps a way from the beautiful beach! Perfect location from restaurants, shopping and grocery stores! The trolley made it easy to get around the island which was wonderful ...

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DEAL
Midnight Cove Bayside! Private beach, lounge chairs, umbrellas on beach!

$177

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

Beautifully decorated ground floor and custom upgraded Bay side unit at popular Midnight Cove Beach to Bay on Siesta Key. Just a 5 minute walk across road to your own private piece of world famous Crescent Beach! The community private beach is equipped with lounges and umbrellas--Nothing to take but ...

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Property Type

Siesta Key Condo

"Sand, sun, and soccer!"
Reviewed July 14, 2021

We booked with Holly to have somewhere relaxing to stay while our daughter played in a national soccer tournament up the road. Siesta Key and Midnight Cove were the perfect place to rest and enjoy on her ...

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Crescent Arms CA Unit 305S. Crescent Beach - 2 Bedroom - Beachfront Condo

$178

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pool

About this property

CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach(Two Bedroom Beachview Unit for Rent) Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront ...

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Property Type

Siesta Key Condo

"Nice beach, bad red tide"
Reviewed August 28, 2021

Unit was clean and close to the beach. Sufficient kitchen supplies, however, frying pans scratched up , wouldn’t use them. Linens and towels clean. Dishwasher and refrigerator clean and in working condition. ...

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Beach Road - Tropea. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation

$179

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly

About this property

Want to stay in a prime location and stay within budget? America's #1 rated beach is just a stones through away located directly across the street from the property. No real need for a car if you plan on staying on the island as Siesta Key village is just 1 mile down the road which is filled with restaurants, ...

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Property Type

Siesta Key Condo

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Tropical beach getaway at Sandy's Siesta Key Condo

2 BR | 1.5 BA | Sleeps 4 | Quick View

21
Owner special: Newly renovated condo! Come stay with us in Siesta Key, FL and enjoy our private beach!

Distance to beach: 200 yards to Crescent Siesta Key Beach

$180

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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

"Beautiful beach and condo"
Reviewed September 20, 2021

We had a wonderful time at the condo and the beautiful beach! Everything was so very clean and organized. We would definitely stay here again. Also, the pool was so very nice. Thank you

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Siesta Key Village Condo - 2 BR 2 BATH with Pool

2 BR | 2 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.1 miles to Siesta Beach

$181

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • Pets allowed
  • 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!!"
Reviewed March 22, 2021

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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Crescent Beach, Siesta Key Old Florida Style 2 bed/1 bath budget-friendly!

$183

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Full kitchen
  • Kid friendly
  • Pool

About this property

Fun tropical colors! Relax in this Florida style first floor, 2 bedroom/1 bath, 800 s.f. located at Siesta Beach House condominiums. Quaint, comfortable and tastefully decorated beach apartment! Located gulf side of the road and only steps to the private piece of world famous Crescent Beach-beach chairs ...

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Property Type

Siesta Key Condo

"Wonderful private access to the beach!!!"
Reviewed June 16, 2021

We have stayed here multiple times. In fact, I booked late and stayed somewhere else one year and it was not the same, so now I make sure I book early enough to get this same place every year! Fob access ...

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Amenities Galore-Siesta Key Intercoastal w/ private beach access Anchorage #207

2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 0.1 miles to Crescent Beach Siesta Key

$184

avg/night

View Details

Key Amenities

  • Air conditioning
  • Full kitchen
  • Kid friendly
  • 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, pickle ball nets, ...

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Property Type

Siesta Key Condo

"Everything Advertised and More"
Reviewed June 20, 2021

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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