Siesta Key Vacation Rentals

(278 rentals)
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1 BR | 1 BA | Sleeps 3 | Quick View

9

Distance to beach: 0.5 miles to Siesta Key Main Beach

$135

avg/night

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Key Amenities

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

"Snowbirds in Paradise"

Perfect beach condo and pet friendly! Exceptionally clean, spacious, easy walk to the beach, heated pool, quiet location, and stocked with everything you could possibly need - just amazing! Sue is most ...

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2 BR | 2 BA | Sleeps 4 | Quick View

$235

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

This villa is one of the large villas and closest to the beach area. It has a 55 inch Samsung plasma TV and a blue ray Samsung smart DVD player with WiFi. The TV has a high definition connection with Comcast. There is also private Comcast WiFi with Password provided. The patio has a large ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 6 | Quick View

1

$235

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Enjoy a perfect vacation in this spacious 2 bedroom, 2 bath large villa. With 2 Queen and 2 Twin beds, this is the perfect villa even for a large family up to 6. From this villa, you are just steps to Crescent Beach - world renowned whitest sand. Enjoy Wi-Fi community internet access, a 32" flat ...

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Property Type

Siesta Key Villa

"A06 casa Blanca Villa"

We loved our stay at the villa. Plenty of room and close to pool and beach. The kitchen is a little small, weel stocked but open to flow of living and dining room. A little pricey for a 6 night stay and ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$226

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

This unit features a King bed in the master with a brand new bathroom, the guest bedroom offers a queen bed where there is a washer and Dryer in the unit for your convenience. The Second bathroom was added in late 2013. There is a new kitchen that will delight the chef in each of you. The living room ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 6 | Quick View

$226

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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2 BR | 2 BA | Sleeps 6 | Quick View

$253

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen

About this property

2 bedroom / 2 bath unit with direct back door access to main pool! There you can grill on one of the barbeques, relax in the hammock, swim in the pool and later in the evening have a campfire and enjoy the starry night sky! 1 King Bed + 1 Queen Bed

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach (Two Bedroom Vacation Units for Rent)Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL BEAUTIFUL NEW LISTING: This beautiful, two bedroom, two bath, luxury Villa is located directly on the ...

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Property Type

Siesta Key Condo

"good place"

Comfortable and quiet at that time. I recommend it to everybody.. Please have more explanation to find the place to unlock the gate

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2 BR | 1 BA | Sleeps 4 | Quick View

$204

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Enjoy the beach life in this recently upgraded villa just a few steps from beautiful Siesta Key Beach. The entire villa has been newly painted and contains all new windows, window treatments and flooring. The master bedroom features a queen bed with new coastal furniture, and the guest bedroom has 2 twin ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 4 | Quick View

$241

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

2 Bedroom/ 2 Bath Private Villa, Close to Pool, Clubhouse, and Laundry. A few Steps to our Private Beach.Welcome! Villa C13 is a beautiful 2 bedroom, 2 bath beach accommodation located in the exclusive Casa Blanca beachside condos on the pristine shores of Siesta Key's coveted Crescent Beach rated ...

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Property Type

Siesta Key Villa

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2 BR | 1 BA | Sleeps 5 | Quick View

$204

avg/night

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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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2 BR | 2 BA | Sleeps 5 | Quick View

16
LAST MINUTE DEAL 5/7 - 5/7: Save over $1500 May 20-May 27th. Stunning renovated condo with direct ocean view.

$414

avg/night

View Details

Key Amenities

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

About this property

The condo benefits from its own private pool. The living room, master bedroom, kitchen, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a beautiful couch to curl ...

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Property Type

Siesta Key Condo

"Paradise"

Our vacation experience in Siesta Keys was amazing. The condo owner was so communicative, provided a rental agreement after my inquiry, and all the needed to know info about the unit and area closer to ...

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DEAL

2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.2 miles to Siesta Key

$204

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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2 BR | 2 BA | Sleeps 6 | Quick View

$235

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Enjoy your stay at our remodeled private (no shared walls) detached large 2 bedroom 2 bath villa on Siesta Key (Villa "C15" at Casa Blanca Vacation Rentals (CBVR) - no common walls, 1100 sq. ft., sleeps 6 people). We remodeled C15 with a new air conditioner system, kitchen appliances, bedroom/living ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 30 feet to Turtle Beach

$287

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront

About this property

Within just a few feet of the beach, our condominium home features a well equipped kitchen with granite counter tops, luxury vinyl flooring, a leather sectional couch, recliner chairs, teak furnishings, ceiling fans in all rooms, a 55 inch smart TV in the living room and a flat screen TV in each bedroom ...

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Property Type

Siesta Key Condo

"Oldie but Goodie"

We’ve traveled many places in our lives ( especially all over Florida) and this is one of our favorites. From the moment we requested more info on Bill and JoAnn’s condo until today at check out the ...

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2 BR | 1 BA | Sleeps 6 | Quick View

$253

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen

About this property

2 bedroom / 1 bath with private patio, spacious kitchen and living room. Enjoy eating outside on your private patio. Every bedroom and the living room have flat screen televisions; this is true for every unit at Sea Spray Resort! One of our favorite 2 bedroom units and one of the closest to the beach ...

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Property Type

Siesta Key Apartment

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2 BR | 1 BA | Sleeps 6 | Quick View

$212

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

This newly furnished and decorated 2 bedroom villa with a brand new king mattress, and sleeper sofa, accommodates up to 6 guests. The master bedroom offers a king bed, private bath and cable TV. The guest bedroom offers 2 twin beds and cable. Villa B4 offers HD TV, DVD, movie choices, surround sound, ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 6 | Quick View

4.7 rating on other travel sites

$276

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on ...

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Property Type

Siesta Key Condo

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1 BR | 1 BA | Sleeps 4 | Quick View

$269

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

This 1 bedroom Apartment is centered on the second floor it has a king bed in the master bedroom a sleeper sofa in the living room, enjoy lunch on the screened in Lanai over looking the Gulf of Mexico. The kitchen has recently been updated this unit features Flat screen TV's and private wireless for ...

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Property Type

Siesta Key Apartment

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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

"What a Fantastic Little Gem!"

Siesta Key have become our favorite vacation spot and #409 at Crescent Royale was where my wife and I got to experience the very best thanks to Karen who accepted us in her beautiful and awesomely appointed ...

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2 BR | 1.5 BA | Sleeps 4 | Quick View

26
Owner special: We still have opening this summer!

Distance to beach: 200 yards to Crescent Siesta Key Beach

$195

avg/night

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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

"Breath taking"

The Condo was everything that was described. Very cozy and comfortable. Could live that life year round. Pools were nice. Beach service was very convenient. The office was nice to answer any questions. ...

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1 BR | 1 BA | Sleeps 4 | Quick View

$176

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 | 3.5 BA | Sleeps 5 | Quick View

4

Distance to beach: 0.3 miles to Crescent Beach

$314

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

6828 Midnight Pass Road is a townhouse style condo three level unit with 3 main bedrooms plus a bonus 4th guest bed/bath and laundry on the ground floor. Each bedroom has a queen bed, and all furniture and mattresses were purchased new in 2019.Convenient and Easy: 3-minute walk to the beach with ...

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Property Type

Siesta Key Townhome

"Perfect condo in a perfect location"

We had a wonderful month in Tori's condo. Crescent Beach is a short walk as are local restaurants and shops. The trolley that takes you to Siesta Village or Turtle Beach passes in front of the condo which ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Beautiful 2 Bedroom, 2 Full bath condo. Close to everything, right on Crescent Beach, voted #1 beach twice in the last 5 years. King in the master, 2 full size beds in the second.

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Property Type

Siesta Key Condo

"Jamaica Royal"

We loved our stay here. Right on the beach and great pool close to our condo. Clean and spacious. Maybe could use a few updates but we were mainly here at night for sleeping so it worked well for us.

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1 BR | 1 BA | Sleeps 4 | Quick View

$203

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

1 Bedroom / 1 bath on ground floor with patio off bedroom (“no baking oven” discount). This is a first floor unit with a patio off the bedroom. From your patio it is just steps to pool area where you can grill, kick back in the hammock, relax by the pool, or later in the evening have a campfire….you ...

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Property Type

Siesta Key Apartment

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1 BR | 1 BA | Sleeps 4 | Quick View

$176

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

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1 BR | 1 BA | Sleeps 4 | Quick View

$203

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This is a 3rd floor, 1 bedroom / 1 bath furnished unit with kitchen area but no “baking oven.” (You’ll have to save baking for another time!) However, you will find everything else you need in your unit, including your very private 3rd floor balcony off the living room. This is a great ...

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Property Type

Siesta Key Apartment

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$322

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the ...

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Property Type

Siesta Key Condo

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2 BR | 1 BA | Sleeps 4 | Quick View

$212

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

The owners have just replaced the carpet in this beautifully appointed 2 bedroom one and one half bathroom unit. There is private wireless for your enjoyment, while being just steps away from the refreshing pool and a short walk to the beach this unit is waiting for you.

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 4 | Quick View

$226

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Deb's Dream Villa D05, where flip-flops and tank-tops are formal wear, is located between the heated pool and the beach of The Casa Blanca Resort. It is a delightful two bedroom, two bathroom villa, which includes an outdoor paito with seating and sun umbrella, and for your additional pleasure a new outside ...

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Property Type

Siesta Key Villa

Show less

$333

avg/night

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Key Amenities

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

About this property

Welcome to Crystal Sands Unit 507! We would love to have you stay with us in our luxury 2-bedroom 2-bath fully furnished Gulf Front vacation rental on award winning Crescent Beach. Siesta Key is famous for beautiful turquoise water full of sea life and white powdery crystal sand beaches. Enjoy all our ...

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Property Type

Siesta Key Condo

"After Holiday Family Getaway"

Escaped the cold from Chicago in this great 2bed/2bath condo..Walk out of the unit and had sand on my toes in minutes. Left the doors open and fell asleep to the waves.. Perfect sized unit for our family. ...

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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.4 miles to Siesta Key Beach

$476

avg/night

View Details

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

"Excellent"

The house was extremely clean and nothing was missing. Loved my stay from beginning to end. Melissa checked in a few times to make sure I was happy. I would stay at this home again. It has raised my bar ...

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2 BR | 1 BA | Sleeps 6 | Quick View

$253

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen

About this property

Our guests always comment on how clean our units are and we take pride in this.2 bedroom / 1 bath with direct access to pool through back door, one of our favorites for families! 1 King Bed + 1 Queen Bed

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Property Type

Siesta Key Apartment

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4 BR | 4 BA | Sleeps 12 | Quick View

9

Distance to beach: 0.3 miles to SIESTA KEY BEACH

$308

avg/night

View Details

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
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

This magnificent unit is on the third floor with spectacular unobstructed views of the Gulf! This unit has been completely renovated with beautiful natural stone tile throughout, updated kitchen and bathroom and brand new furniture, coastal pictures, decorative accessories, bedding, new paint throughout. ...

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Property Type

Siesta Key Condo

"Vaca 2023 unit B309"

I just want to say thank you so very much Dina for allowing us to rent your condo for 1week we had the very best vacation ever as a couple! The condo is absolutely beautiful and was very clean and stocked ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$318

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Enjoy unobstructed views of the Gulf of Mexico and the white sand of Siesta Key Beach located on the 1st floor and end of the building. This apartment is a well appointed 2 bedroom, 2 bathroom with fully equipped kitchen. This unit features Private wireless internet, 1 King, and 2 Twin beds, and a sleeper ...

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Property Type

Siesta Key Apartment

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2 BR | 2 BA | Sleeps 4 | Quick View

11

Distance to beach: 0.1 miles to Siesta Key Beach

$228

avg/night

View Details

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

"Beach, Pool, Great Condo amazing owner"

This rental was beautiful, clean and location was primo. Kitchen was well stocked. I mentioned to the owner that I cooked most evenings and asked if they had a slow cooker, she said they did not but she ...

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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 200 yards to Siesta Key Crescent Beach

$173

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

JANUARY SPECIAL - 15% OFF THE PUBLISHED RATE FOR STAYS 7 NIGHTS OR MORE FROM JANUARY 7 - FEBRUARY 4We 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 ...

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Property Type

Siesta Key Condo

"Siesta Central - The Anchorage!!"

We stayed at the Anchorage in unit 305. It faces the city and the inner coastal lagoon. We were treated to a dolphin show one evening when they entered the lagoon searching for food!! This location ...

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1 BR | 1 BA | Sleeps 3 | Quick View

8

Distance to beach: 0.5 miles to Siesta Key Main Beach

$96

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

""Wonderful two weeks at the Harbor Towers in Siesta Key!""

We thoroughly enjoyed our Sweet Siesta Key Condo located in the Harbor Towers facility in Siesta Key. The resort was well maintained and beautifully decorated. Our condo was minutes from the beautiful Siesta ...

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1 BR | 1 BA | Sleeps 4 | Quick View

5

Distance to beach: 100 yards to Crescent Beach

$206

avg/night

View Details

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 memory foam sofa sleeper for separate sleeping area if needed Unit includes a full kitchen for ...

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Property Type

Siesta Key Condo

"Fabulous"

We stayed at La Siesta in Siesta Keys. This was our sixth time at this resort and have loved it each time. This time we stayed for three weeks and just loved it. We did not rent a car, but used the local ...

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1 BR | 1 BA | Sleeps 4 | Quick View

$203

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen

About this property

This is a 3rd floor walk-up with 1 bedroom / 1 bath. It is turn-key furnished with everything you need — except “baking oven”…you will have to hold off on baking until you return home! A balcony off the bedroom overlooks the lush grounds. You can enjoy total privacy in your 3rd ...

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Property Type

Siesta Key Apartment

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1 BR | 1 BA | Sleeps 4 | Quick View

$214

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

1 Bedroom/1 bath with full kitchen, pool view and private patio area adjacent to the pool. This 1 bedroom unit has a comfy king bed as well as a pull-out sofa bed in the living room. Enjoy a mid-day refreshment on your private patio with table, chairs, and umbrella for your comfort and relaxation. An ...

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Property Type

Siesta Key Apartment

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4 BR | 2 BA | Sleeps 8 | Quick View

1
LAST MINUTE DEAL 4/8 - 4/30: $1650 per week for anytime during last 3 weeks of April!!! Amazing last minute deal!!!

$277

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

NEWLY RENOVATED IN 2023!!VERY SPACIOUS 4 BEDROOM 2 BATHROOM 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,VILLA SLEEPS 8, 1 KING, 1 QUEEN, ...

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Property Type

Siesta Key Villa

"Family vacation 22"

The place was very roomy for all 7 of us. Location is perfect with a lot of eating place that have been in business over the 30 years I lived in Sarasota. We had one issue and it was handled right away. ...

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DEAL

2 BR | 2 BA | Sleeps 4 | Quick View

$235

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

2 Bedroom/ 2 Bath Large Private Villa, Close to Pool, Clubhouse, and Laundry. A few Steps to our Private Beach.

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Property Type

Siesta Key Villa

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1 BR | 1 BA | Sleeps 4 | Quick View

1

$176

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

$229

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen

About this property

1 Bedroom / 1 bath with TWO private patios, one off the dining/living room and the other off the bedroom. Both patios are walled for privacy. With a pull-out sofa on one end of the unit and the bedroom on the other side it makes a great unit for up to four people, even though it is a one bedroom unit. 1 ...

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Property Type

Siesta Key Apartment

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1 BR | 1 BA | Sleeps 4 | Quick View

$224

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

1 bedroom / 1 bath with full kitchen and walled private patio off living room…one of our largest 1 bedroom units with a very private, walled patio with table/chairs/umbrella for morning breakfast or evening dinner on the patio! Just steps to the pool, grills, hammock…a great unit! 1 King ...

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Property Type

Siesta Key Apartment

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2 BR | 2 BA | Sleeps 6 | Quick View

$226

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to Villa A09. You will love this newly remodeled Villa. It is located on the beautiful white-sand shores of Siesta Key, rated the #1 beach in the USA. This is a non-smoking 2 bedroom, 2 bathroom private Villa, centerally located just steps from the beach and large heated pool. The master ...

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Property Type

Siesta Key Villa

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2 BR | 1 BA | Sleeps 6 | Quick View

1

$219

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

2 Bedroom/ 1 Bath Private Villa, Close to Pool, Clubhouse, and Laundry. A few Steps to our Private Beach.Completely remodeled, spacious two bedroom villa with room for the whole family. Sleeps six with pullout couch. Brand new kitchen, flooring, paint and bedroom carpeting. Open floor plan is perfect ...

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Property Type

Siesta Key Villa

"Great time"

Loved our stay!! The bed was comfortable, pool was perfect, proximity to the beach was fantastic! Wish there was room for food storage in the kitchen and water pressure in the sink was poor.We would ...

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Show less

1 BR | 1 BA | Sleeps 4 | Quick View

1

$176

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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Show less

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

We are happy to present this beautiful renovated nautical decor 2 bedroom 2 bath Casita. Starfish is ONLY a 4 minute walk to the #1 beach in the USA. Spacious bedrooms with a King and en-suite in the Master, 2 XL twins with a jack and jill bathroom in Guest bedroom and a Queen sofa sleeper, all brand ...

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Property Type

Siesta Key Cottage

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Siesta Key Vacation Rentals

Siesta Key Weather

 | 

7122°  5111°
JANUARY
Ocean 6418°
7423°  5412°
FEBRUARY
Ocean 6518°
7725°  5814°
MARCH
Ocean 6719°
8127°  6217°
APRIL
Ocean 7323°
8630°  6820°
MAY
Ocean 7826°
8932°  7323°
JUNE
Ocean 8228°
9133°  7423°
JULY
Ocean 8530°
9133°  7524°
AUGUST
Ocean 8730°
8932°  7323°
SEPTEMBER
Ocean 8529°
8529°  6719°
OCTOBER
Ocean 8228°
7926°  6016°
NOVEMBER
Ocean 7524°
7423°  5412°
DECEMBER
Ocean 6921°

Find the Beach Vacation of a Lifetime with Siesta Key Vacation Rentals

Interested in a beach vacation for your next spring break or a long weekend away? Though the great state of Florida is known for its many scenic beach towns, there are some that cater more to those looking for a quiet, relaxing trip and some that are perfect for an exciting vacation full of non-stop fun in the sun. What if you could find a beach city that offers the best of both worlds for a truly well-rounded vacation? 

Nestled just south of Sarasota, Siesta Key, FL, is a spirited city along the Gulf Coast that offers just as many opportunities for R&R as it does for nightlife, watersports, and unforgettable adventures in the great outdoors. Though the island of Siesta Key itself is only about eight miles long, it’s jam-packed with enticing restaurants, unique shops, and glittering white sand beaches as far as the eye can see. 

As a major vacation destination along Florida’s Gulf Coast, there are many hotel options to choose from during your stay, with varying proximities to the beach. However, if you’re looking for a truly immersive experience during your trip to Siesta Key, you won’t get it at a crowded commercial hotel! 

Browse Siesta Key vacation rentals from FloridaRentals to find the perfect rental home for your beach vacation. Whether you’re looking for a sunny, romantic getaway for you and a loved one, or you’re bringing the whole family along, you’re sure to find an incredible property. Look for one that offers authentic local architecture, plenty of space to spread out during your downtime, and close proximity to all of the best features the city has to offer.

Siesta Key, Florida Travel Tips

There’s a reason why oceanside Florida cities like Siesta Key tend to be popular destinations during springtime. While temperatures may be warmest on average in the summer months, this time of year also has the highest levels of precipitation and humidity. Unfortunately, this makes it more difficult to enjoy outdoor activities. 

In mid to late spring, temperatures in the air and water are warm and comfortable without too much rain or humidity expected. This makes it easy to take part in all of your favorite pastimes, including surfing, boating, wakeboarding, or simply catching some rays on the sand. 

The closest airport to Siesta Key is the Sarasota/Bradenton International Airport, which lies around 11 miles north of the city center. Most visitors will fly into this airport for its easy access, though the area can also be reached relatively quickly by way of the Tampa International Airport.

How to Spend Your Vacation to Siesta Key House Rentals

It’s no surprise that most Siesta Key vacationers spend more time at the beach than anywhere else during their visits. The most popular beach destination is Siesta Key Beach, which was ranked the #1 Beach in the U.S. by TripAdvisor’s Traveler’s Choice Awards in 2020. The gentle waves, powdery white sand, ample parking, and plentiful concession stands are just some of the reasons why many visitors choose to lounge their day away at Siesta Key Beach. 
Those who are interested in an unforgettable outdoor experience shouldn’t miss out on a trip out on the water with Adventure Kayak Outfitters. You’ll have the choice of a guided kayak tour of the nearby Exotic Mangrove Tunnels or a kayak rental to make your own adventure. You’re sure to spot some incredible wildlife like dolphins, exotic birds, and manatees along the way.
Yearly Events in Siesta Key

Siesta Key is closely linked with the nearby city of Sarasota. The two cities share many of their annual events, creating even bigger and better celebrations for locals and tourists alike to enjoy. 

One annual event that’s already become a mainstay in the local culture is the Annual Downtown Sarasota Craft Festival. This unique arts and crafts show features a wide variety of media, including pottery, paintings, jewelry, photography, and much more, alongside the scenic white-sand beaches. Visitors can peruse and purchase unique wares from local artisans, including soaps, spices, plants, and even kettle corn. 
Runners visiting Siesta Key can get in a great workout while supporting a great cause at the Annual Andrew Monroe Memorial Scholarship 5K Run/Walk. All funds raised during this event are donated to the Sarasota Community Foundation Scholarship, which helps local athletes train to their full potential and achieve their goals.  

Best Eats Near Siesta Key Rentals

Whether you’re in need of some casual seaside grub for the family after a long day at the beach or looking forward to a romantic date night with your significant other, Siesta Key has a huge variety of delicious and eclectic eateries fit for every taste and occasion. 

For a hearty steak, you can’t do much better than Summer House Steak & Seafood. This stylish eatery offers sustainably sourced steaks alongside a variety of unique sides, salads, beverages, and desserts that are sure to satisfy. Additionally, Summer House offers a full menu of seafood dishes. It takes full advantage of the city’s close proximity to fresh seafood and offers plenty of surf and turf options for hungry visitors. 

Island House Tap and Grill is a local favorite for casual yet memorable eats in Siesta Key. With a varied menu that includes everything from tacos to burgers to ceviche, as well as plenty of refreshing cocktails, you’re sure to enjoy a delicious and satisfying dinner with your family.


FAQ

How many vacation rentals are there in/around Siesta Key?

There are 278 Siesta Key vacation rentals available on FloridaRentals.com. From condo rentals to house rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Siesta Key?

There are vacation rentals available in Siesta Key for as low as $77 per night with an average price per night of $286.

Can I find a vacation rental in Siesta Key?

Yes, you can find vacation rentals in Siesta Key close to Sieta Beach, Turtle Beach and Crescent Beach. Don't forget to stop in to Point of Rocks or Siesta Farmer's Market.

Do any vacation rentals in Siesta Key have a pool?

Yes, there are 64 vacation rentals with a pool in Siesta Key on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Siesta Key vacation rentals on the ocean?

There are 45 oceanfront rentals in Siesta Key available on FloridaRentals.com. Use our filters to search and book yours today!