Monthly Rentals in Siesta Key

(50 rentals)
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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.2 miles to Siesta Key

$200

avg/night

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Key Amenities

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

About this property

NEWLY REMODELED - LUXURY WATERVIEW CONDO FOR COUPLES or Families GETAWAY - POOLS, GYM, TENNIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Walk out of the front door of this fantastic condo, grab your beach gear and take a short walk and you'll hit the beach . ...

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Property Type

Siesta Key Condo

"Awesome condo!"

Loved everything about the condo and the grounds! Great pool area and views everywhere! Condo has all you need and owner was great to work with! Can't wait to be back!

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This spacious 3 bedroom, 2 bath home has the perfect Florida open floor plan with most of the rooms opening to the large screened lanai and pool with water views. Inside, a chef's kitchen features stainless appliances, custom tile backsplash, wood cabinetry & granite counters. The master suite has ...

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Property Type

Siesta Key House

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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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3 BR | 3.5 BA | Sleeps 5 | Quick View

3

Distance to beach: 0.3 miles to Crescent Beach

$329

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Convenient and Easy: 3-minute walk to the beach with private deeded access. 4-minute walk to the Crescent Beach Shopping Center with the Big Water Fish restaurant, Pizza and Brew, liquor store, and the Toasted Mango for breakfast. 5-Minute walk to Captain Curts, the Tiki, the Crescent Club and the ...

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Property Type

Siesta Key Townhome

"Incredible Space and Great Location"

We are beach people so we LOVE this location -- 2 minutes to the white sands of Crescent Beach. The condo itself is beautifully decorated and is super comfortable and clean. Tori, the owner, is great. ...

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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
  • Pet friendly

About this property

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.8 miles to Crescent Beach

$284

avg/night

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Key Amenities

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

About this property

This picturesque 2 bedroom/2 bathroom water-front cottage features a private heated pool and boat dock and is located just minutes from Siesta Key beach, voted the # 1 beach in the USA! Sophie's Cottage is the ideal vacation rental for small family retreats and couples looking for a romantic getaway.Sophie's ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to Turtle Beach

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Key Amenities

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

About this property

*** Not available from November, 2022 - April, 2023***New Listing on Florida !!100% 5 Star reviews on other booking sites, save fees by booking direct here 14-30 day minimum Not available from November, 2022 - April, 2023Hibiscus Hideaway A Private Tropical Retreat located in one of ...

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Property Type

Siesta Key House

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5 BR | 3.5 BA | Sleeps 11 | Quick View

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

$743

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This stunning 5 bedroom/3.5 bathroom home offers all of the amenities for your most memorable Siesta Key beach vacation at an unbeatable location just a short walk to world famous Siesta Key Beach, voted the # 1 beach in the USA! Enjoy a spacious and meticulously decorated interior or relax in your very ...

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Property Type

Siesta Key House

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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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

This luxurious 2 bedroom/2 bathroom condo is a short walk to Siesta Key Village and just minutes from Siesta Key Beach, voted the # 1 beach in the USA! Siesta Villa features multiple balconies, bringing the tranquility of the beach to you. This home is the ideal vacation rental for small families and ...

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Property Type

Siesta Key House

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4 BR | 4 BA | Sleeps 12 | Quick View

9

Distance to beach: 0.3 miles to SIESTA KEY BEACH

$216

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

PLEASE CONTACT US FOR AVAILIBILITY FOR EACH UNIT AND FOR FLORIDA RENTALS SPECIAL DISCOUNTED RATES! THIS PROPERTY BOOKS WEEKLY FROM SATURDAY TO SATURDAY. DUPLEX: 1 FIRST FLOOR 2 BED/ 2 BATH UNIT AND 1 SECOND FLOOR 2 BED/ 2 BATH UNIT. PLEASE NOTE THE RATE SHOWN IS FOR EACH INDIVIDUAL 2 BED/ 2 BATH UNIT. ...

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Property Type

Siesta Key Apartment

"Great vacation spot"

We enjoyed our stay. We rented for one week and it is in an amazing location. You can walk to everything and it is extremely close to the store, which is awesome!

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Key Amenities

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

About this property

*Currently rented until Aug 1, 2022. Available Aug- Dec 10, 2022. *2023 availability begins March 15th. Ideally located on Siesta Key, walking or biking distance to the village and beach access. Solar heated pool, and canal front, with a boat lift and access to the intercoastal waterway. This 3,000 ...

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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

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this ...

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Property Type

Siesta Key House

"Vacation"

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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2 BR | 2 BA | Sleeps 6 | Quick View

1

$257

avg/night

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Key Amenities

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

About this property

This two bedroom(master King bed), second bedroom double bed/ single bed (with pull out trundle) full kitchen, dining, living room and lanai open into living space. Out back you sit on the bay and across the street is number 1 beach in the U.S. Pool heated year round 80 degrees, grill areas and laundry ...

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Property Type

Siesta Key Condo

"Lovely Siesta Key"

Thank you for letting us rent your lovely condo. It was so well equipped. The kitchen had everything we needed. Our beach needs were covered as well- nice beach towels , chairs, cart, and umbrella. Loved ...

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2 BR | 2 BA | Sleeps 5 | Quick View

2

Distance to beach: 100 feet to Crescent Beach

$250

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Relax and listen to the waves while sitting on your private lani. You're on the top floor (6th) of the Siesta Breakers Condominium, a private, gated facility with direct access to Crescent Beach, the #1 Top Rated beach in the USA.This luxury 2 bedroom 2 bath apartment, has been kept up to date and ...

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Property Type

Siesta Key Condo

"Siesta Key"

Owner is warm, professional and easy to talk to. Condo is large and open with a beautiful sunset view. Kid-friendly. Entrance to condo is first one on right after getting off bridge which is so convenient ...

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2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 0.4 miles to Siesta Key Beach

$415

avg/night

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Key Amenities

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

About this property

Location, location, location!! New pool and spa just completed! Waterfall edge from spa to pool and deck jets. New landscaping with additional seating areas near pool and canal. Also, lots of green space to enjoy too!Canal home in heart of the Siesta Key Village, no need for a car! Steps away ...

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Property Type

Siesta Key House

"Home Away from Home/Great Location"

We loved the location of this home. Not only because it’s located on a canal and very private, but it’s only a two-minute walk to Siesta Key Village. The beach is also a short walk of only 6-7 minutes. ...

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Key Amenities

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

About this property

Enjoy our 2br 2 bathroom ground floor condo. 30’ to the pool, tennis courts, Weber gas grills, and picnic table . Or cross the street to private deeded beach access on the #1 beach in the US. Enjoy bayside fishing on the fishing deck. 1280 square feet of living space. Roku tv’s and ...

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Property Type

Siesta Key Condo

"Cold escape"

We always enjoy our stay at Gulf and Bay Bayside!!! Condos are perfect! We always meet new people who have become friends and can’t wait to see them again next year!!!

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4 BR | 2 BA | Sleeps 8 | Quick View

LAST MINUTE DEAL 5/14 - 5/31: Last minute deal for the end of May - $1000 per week!

$189

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

VERY SPACIOUS 4 BEDROOM 2 BATHEOOM DETACHED VILLA IN HIGHLY SOUGHT AFTER POLYNESIAN GARDENS COMMUNITY ON BAY SIDE OF THE ROAD. PUBLIC BEACH ACCESS AT CRESCENT BEACH AND ACCESS TO HEATED POOL AND COMMUNITY CENTER. WIRELESS INTERNET ACCESS, SLEEPS 8, 1 KING, 1 QUEEN, 2 FULL, 2 TWIN BEDS. 1 MONTH MINIMUM ...

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Property Type

Siesta Key Apartment

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DEAL

$270

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Convenient/ relaxing location! This Midnight Sea Townhouse is one of only 12 units in this complex ! Lovely 3 Bedroom, 3 1/2 bath townhouse has a lot to offer with keyless entry, TV, A/C, WIFI, outside grill, freshly painted interior, tile and hardwood floors, balcony off the master and lanai of living/dining ...

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Property Type

Siesta Key Townhome

"Excellent Experience All Around"

This condo was perfect for our 4th of July vacation on Siesta Key! It is super well located and well appointed. First the location and convenience: We could walk to the beach in less than 5 minutes on ...

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Key Amenities

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

About this property

SIESTA KEY.GETAWAY Experience a luxury condo with a view. Located on the world renowned Crescent Beach at Siesta Key. Gulf and Bay Club is a 32 acre resort community with exceptional beach access, top notch amenities and amazing sunsets. Brand new 6 court US Open quality pickle ball facility. 5 hard ...

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Property Type

Siesta Key Condo

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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

$120

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 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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2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 0.1 miles to Siesta Key Beach

$200

avg/night

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Key Amenities

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

About this property

NEWLY UPGRADED - BEAUTIFUL LAKEFRONT CONDO FOR THE PERFECT GETAWAY FROM THE COLD Right across from Siesta Key Beach, minutes from Siesta Key Village - or the South VIllage - shopping, top restaurants, live music, and entertainment. Walk , bike or take the free trolley.Sit on the balcony for a ...

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Property Type

Siesta Key Condo

"Beautiful retreat with beach access"

This is a beautiful and spacious home with all the amenities anyone might need. Theres a pool, washer/dryer, and plenty of beach gear that visitors can use. We enjoyed our breakfast on the balcony overlooking ...

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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
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

Our condominium is in the beautiful, gated complex of Gulf and Bay Club on Siesta key Beach, one of the top beaches in America! It has a very large kitchen, 2 King bedrooms and 2 bathrooms. It has been updated with a new King bed and gel mattress, updated bathrooms, new kitchen quartz counter tops and ...

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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

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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3 BR | 3 BA | Sleeps 6 | Quick View

3

$314

avg/night

View Details

Key Amenities

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

About this property

Great house on Siesta key with pool and kanal. You can do fishing on the backside or have a jetski, boat there. Sometime you can see seacows on the kanal. 3 bedroom with 3 bath and a nice heated pool tp play in. Nice and quiet place it is, and so close to the Village and beach. Enjoy the place.

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Property Type

Siesta Key House

"Perfect Location"

Located close to the village and within walking distance of the beach. Plenty of room for families and amenities which included bikes for all ages. The pool is heated and such a great perk!

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool

About this property

Beautiful 5th floor beachfront condo. Just a short elevator ride to the beach. Screen lanai with beach views and sunset views all year. The lanai is accessible from both bedrooms and the living room. There are 2 heated pools with one of them beach side. Community grills and beach chairs are supplied by ...

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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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2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 800 feet to Siesta Key Beach

$140

avg/night

View Details

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 | 1.5 BA | Sleeps 5 | Quick View

Distance to beach: 250 feet to Siesta Key

$183

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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1 BR | 1 BA | Sleeps 2 | Quick View

1

$229

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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

"Wonderful!"

Nothing short of spectacular! The condo was nicely decorated, well stocked and the bed was extremely comfortable! Walk out of the lanai and your at the pool just beyound the pool is the intercoastal where ...

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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

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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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5 BR | 4 BA | Sleeps 13 | Quick View

7

Distance to beach: 400 feet to Siesta Beach

$681

avg/night

View Details

Key Amenities

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

About this property

Excellent location at only 120 Yards To The Cool White Quartz Sand Of Siesta Beach! ?This Home Has Water Frontage on a Navigable Canal to the Bay And Then The Gulf of Mexico , Pool, Hot Tub And BBQ Area Within A Screen Enclosure. There Is A Nice Sized Sunning Patio As Well With Views Down The Waterway. ...

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Property Type

Siesta Key House

"Perfect family vacation home!"

This home could not have fit our family’s needs any better. It has been beautifully remodeled, and stocked with any and everything you could possibly need. The way the home is set up, with 3 separate ...

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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 4 | Quick View

1

Distance to beach: 400 yards to Siesta Beach

$226

avg/night

View Details

Key Amenities

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

About this property

Full long beach and Gulf of Mexico views from the gorgeous 2 BD, 2 bath unit. It has been fully remodel in a high quality fashion. The unit is furnished first class and with all the features you could want for a fun vacation! The resort style condominium has three pools, large ponds, lighted pathways ...

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Property Type

Siesta Key Condo

"Great property !"

Beautiful home with all the amenities. Very private location on Azure Way in great neighborhood, but still close to beach & restaurants. Excellent communication with David & owners. Highly recommend.

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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

View Details

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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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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2 BR | 1.5 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.3 miles to Siesta Key Beach

$120

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) - $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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1 BR | 1 BA | Sleeps 3 | Quick View

5

Distance to beach: 0.5 miles to Siesta Key Main Beach

$89

avg/night

View Details

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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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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$254

avg/night

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Key Amenities

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

About this property

Newly renovated, 4th floor condo with gulf views, a private beach, and a private fishing pier. This space was completely renovated in 2020 with all new features (including central AC) and furniture throughout. The fully-stocked kitchen is equipped with everything you need for a home-cooked meal. With ...

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Property Type

Siesta Key Condo

"Literally steps to the beach & steps to nighttime fun!"

We LOVED the location of the condo in Bradenton Beach. Left the sliding door open at night to listen to the ocean waves crashing. Took 10 steps out the porch for morning yoga on the beach! The beach ...

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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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3 BR | 2 BA | Sleeps 12 | Quick View

$259

avg/night

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Key Amenities

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

About this property

Comfortable private home with salt water heated pool. Bike ride or walk to the beach and to the village shops restaurants and bars.

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Property Type

Siesta Key House

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Key Amenities

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

About this property

The home has 3 bedrooms & 2 custom bathrooms. Newly renovated with Terracotta roof tiles for a classic Florida look. The front of the home has an enclosed privacy wall with a landscaped courtyard. A great place for evening gatherings with seating and a grilling area. The interior of the home ...

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Property Type

Siesta Key House

"Perfect house & location"

Our family of 4 had a great vacation at this property. Absolutely everything is as expected and beyond!!

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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

6

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

$135

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) - $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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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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3 BR | 3 BA | Sleeps 7 | Quick View

6

Distance to beach: 300 feet to Siesta Beach

$599

avg/night

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Key Amenities

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

About this property

This home has private Siesta Key beach frontage on the prime section of beach, there are no streets to cross or homes between you and the beach. Nearly every room has a full view of the beach and Gulf of Mexico. The entire back of this house opens with stacking glass sliding doors to catch the Gulf breezes ...

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Property Type

Siesta Key House

"Beautiful home"

Just as pictured. Clean and comfortable. Beds were great. Nice patio and easy access to beach.owner easy to work with.

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Key Amenities

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

About this property

Walk to Siesta Key Beach from this vacation paradise! Our 3 bed/2 bath home has a private screened-in pool and patio and enough space for your whole group!Our home has a living and dining area that will allow your whole group to be together and still have their own space. Hanging is a 58" Roku ...

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Property Type

Siesta Key House

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