Siesta Key Vacation Rentals

(317 rentals)
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3 BR | 3.5 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.3 miles to Crescent Beach

$323

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

"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
  • Kitchen

About this property

Newly renovated 2500+ sq. ft. 3 BR/3BA! King in master and large guest room and 2 twins in smaller guest room. 2 walk-in showers and 1 tub/shower combo. Price includes occupancy for 6. Flat screens in all bedrooms. Washer/dryer in unit. Parking Space #20

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

4.6 rating on other travel sites

$366

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront 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

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Open and comfortable 2BR/2BA Gulf View unit that sleeps 4. Complete renovation in2009. Great new kitchen with wider aisle, Corian countertop and extrabright cove lighting. Washer/dryer in utility room. Unitequipped with a 50” flat screen HD TV with a DVD player attached and a 19” flatscreen ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

My ground floor rental is directly on the beach on the Gulf of Mexico, with incredible views and sunsets!The lanai has a back door directly out to the Beach. The front of my unit faces the Lagoon where we have a FREE DOCK for your boat or other water craft. (So you have water views in both directions)! ...

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Property Type

Siesta Key Condo

"Peaceful"

Really enjoyed staying at this quieter end of the island. It was a much needed break. Carrie is very sweet and easy to deal with. Will definitely be returning again.

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Newly renovated 2 bedroom/2 bath unit with bright and open floor plan. All new stainless steel appliances in updated kitchen. Beautiful gulf view from living room and master bedroom. Wood style tile floors thoughout with lovely Floridian lifestyle feeling. Washer/Dryer in utility room. No landline telephone. ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

$238

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

4.6 rating on other travel sites

$336

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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Key Amenities

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

About this property

Our Condo is on beautiful Turtle Beach at the southern and most private end of Siesta Key directly on the Gulf of Mexico. When we say directly, we mean directly and not merely a Gulf “View” or a long car ride or a long walk to the Gulf. We call it “Paradise” and you could not ...

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Property Type

Siesta Key Condo

"Paradise Found!!"

We were excited to spend a week in Florida. The condo made our vacation the ultimate paradise getaway!! This condo was very clean and beautifully decorated! Eating our meals in the lanai with that view ...

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Nice 2BR/2BA Gulf View unit that sleeps 4. Grab bars in master bath. Washer & dryer in unit! Parking Space #44

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

4

$346

avg/night

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Key Amenities

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

About this property

This colorful custom2rd floor unit has a commanding view of the Gulf of mexico.This special unit has been decorated by a pro, and shows it! unit, perfect for people who can take excellent care of things and appreciate the fine nature of this unit.From the modern kitchen, you will enjoy Siesta ...

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Property Type

Siesta Key Condo

"AMAZING view!"

This condo has it all! This is the first condo I have ever stayed at that had ALL the kitchen utinsels you could ever need (minus and Instant Pot, but it does have a crockpot)! The view makes it seem ...

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2 BR | 1.5 BA | Sleeps 4 | Quick View

25
Owner special: Plan your trip to Siesta Key soon, our calendar is filling up fast!

Distance to beach: 200 yards to Crescent Siesta Key Beach

$247

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

"Amazing"

The condo was fabulous. The location was great, the gated community was real nice. Private pool, tennis courts and a private beach with the free chair and umbrellas for the day. Sunsets we did see were ...

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2 BR | 1 BA | Sleeps 6 | Quick View

$223

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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

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

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Property Type

Siesta Key Condo

"GREAT!!"

These people are great , have stayed there before and will again.clean good service nice pool right on the gulf.

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Parking Space #54 Remodeled 5th Floor unit with beautiful view of the Gulf. Kitchen is updated with stainless steel appliances and granite countertops. Both bathrooms feature walk-in showers. Living room features a 50: plasma TV and unit is tiled floors throughout. Very comfortable for you relaxation ...

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Property Type

Siesta Key House

"WOW WOW WOW"

,Beautiful everyhing , good communications, great ! Amazing view great family friendly condo beautiful beach.

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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.1 miles to Crescent Beach Siesta Key

$227

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

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

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Property Type

Siesta Key Condo

"June Trip"

Check in was easy. Clean unit. Management staff were friendly and helpful. Beach area use could be more clear. The beach accessories were good.

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2 BR | 2 BA | Sleeps 6 | Quick View

$336

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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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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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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1 BR | 1 BA | Sleeps 4 | Quick View

5

Distance to beach: 100 yards to Crescent Beach

$236

avg/night

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Key Amenities

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

About this property

Simply relaxing one bedroom condo with a king bed facing the pool area and just a few steps to the private entrance to" Siesta Key #1 beach" white quartz sand beach . Additionally a Lazyboy queen 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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2 BR | 2 BA | Sleeps 4 | Quick View

9

Distance to beach: 0.2 miles to Siesta Key Beach

$231

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

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

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Property Type

Siesta Key Condo

"Wonderful stay"

The place was nothing short of amazing. Super close to the beach and the village. Loved it. Only regret is not staying longer. 5 stars!!

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3 BR | 2 BA | Sleeps 8 | Quick View

4.9 rating on other travel sites

$383

avg/night

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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, FLTop beachfront unit at Fisherman's Cove!! Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$238

avg/night

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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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1 BR | 1 BA | Sleeps 4 | Quick View

$305

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen

About this property

1 Bedroom / 1 bath with its own private pool walled in for complete privacy. Vaulted ceilings — spacious inside and out, with flat screen TVs in bedroom and living room. Great get-away unit…with pull-out sofa, great for families or even two couples. Pool and patio area is entirely ...

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Property Type

Siesta Key Apartment

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

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

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Property Type

Siesta Key Condo

"Great location!"

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

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Key Amenities

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

About this property

Parking Space #10 Newly renovated beautiful open concept kitchen and living room. Granite counter tops throughout and beautiful glass walk-in shower in master bath with grab bar. Queen size sleeper sofa, 3 tvs, tile floors and washer/dryer. Beach towels and umbrella included.

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Property Type

Siesta Key Condo

"Room 204"

Just finishing up our 4th year in room 204. Great unit and very clean. Looking forward to many years renting this unit. Thanks again for allowing us to rent from you. Booked already for 2023. Blessings, ...

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2 BR | 2 BA | Sleeps 4 | Quick View

LAST MINUTE DEAL 1/21 - 2/28: SAVE 15% OFF MARCH 2023 RATES! BOOK NOW BEFORE IT'S TOO LATE!

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

$275

avg/night

View Details

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 near the community pool and hot tub along with guest grilling ...

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Property Type

Siesta Key Condo

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DEAL

2 BR | 1 BA | Sleeps 6 | Quick View

$283

avg/night

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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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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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2 BR | 2 BA | Sleeps 6 | Quick View

$251

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

4.6 rating on other travel sites

$366

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront 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

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1 BR | 1 BA | Sleeps 4 | Quick View

$183

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 4 | Quick View

$238

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

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Great 2BR/2BA with wonderful Gulf Views from living room, master bedroom and large balcony! Completely remodeled in Fall of 2016 with everything new! Stainless appliances, bright decor, ceiling fans and flat screen TV's in all rooms! King in master, 2 Queens in guest room and sofa sleeper in living room. ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

The Gulf of Mexico is only 100 ft. from your private sand beach and lanai entrance. Listen to the surf from your master bedroom. Enjoy dining on the lanai while watching the sunset. During the day you can see dolphins, kite boarding and sea birds. This unit has all the comforts of home plus a full size ...

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Property Type

Siesta Key Condo

"Aaaahhh"

Very quiet end of Siesta Key. Couple of good restaurants within walking distance. Same with kayak, paddle boards, fishing , etc. Spectacular sunsets, lots of fisherman and snowbirds on the beach. Pool ...

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1 BR | 1 BA | Sleeps 4 | Quick View

$232

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen

About this property

Second floor 1 bedroom / 1 bath turn-key furnished with no “baking oven” discount but everything else is there for your kitchen needs…what a way to “rough it” at the beach! There is a lovely balcony off the bedroom for romantic drinks at night and coffee in the morning. ...

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Property Type

Siesta Key Apartment

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2 BR | 2 BA | Sleeps 4 | Quick View

10

Distance to beach: 0.1 miles to Siesta Key Beach

$300

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

"Family Vacation 2022/23"

Best stay ever!! From the moment we booked the owner kept in touch. No matter how often we bothered her, she responded right away. Condo had everything we needed for the beach, which by the way was super ...

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2 BR | 2 BA | Sleeps 4 | Quick View

$252

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to one of the closest villas to the beach! Technology upgrades include dedicated WiFi. The living room features a home theater 55" HD flat screen TV with DVD player and HBO provided compliments of the owner. Each bedroom has its own flat screen TV while the master bedroom also has a ...

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Property Type

Siesta Key Villa

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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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Key Amenities

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

About this property

Jan-Mar season is fully booked! AVAILABLE: STARTING ON APRIL 1STWelcome to this peaceful and centrally-located Siesta Key condo located in the Bay Oaks neighborhood.Walking distance to the beach, this condo includes everything you will need for your Siesta Key vacation!Included in your ...

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Property Type

Siesta Key Condo

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1 BR | 1 BA | Sleeps 3 | Quick View

Distance to beach: 20 yards to Crescent Beach, Siesta Key

$309

avg/night

View Details

Key Amenities

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

About this property

Unit 113 is one of the largest, 1 bedroom hi-rise units in Horizons West, Siesta Key, Florida and has recently undergone a full renovation by a Chicago designer. The interior was fully demolished and rebuilt. No detail or expense was spared in completing the perfect beach condo: large panoramic ocean ...

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Property Type

Siesta Key Condo

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1 BR | 1 BA | Sleeps 4 | Quick View

$232

avg/night

View Details

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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Key Amenities

  • Kitchen

About this property

Spend your vacation in this beautiful coastal living inspired condo, just steps to the pool and beach in a gated community located on the white sands of Siesta Key’s Crescent Beach. The recently renovated, well lit and fully equipped kitchen boasts granite countertops, new appliances and a breakfast ...

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Property Type

Siesta Key Condo

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2 BR | 1.5 BA | Sleeps 6 | Quick View

4

$223

avg/night

View Details

Key Amenities

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

About this property

Our vacation home is just steps away from the #1 rated beach in the USA - Siesta Key beach. It is unit B07 in the Casa Blanca resort located on the GULFSIDE (or Beach side) of the island.It is a comfortable villa with a master bedroom, guest bedroom, living room, kitchen with dining area, and a ...

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Property Type

Siesta Key Villa

"Wonderful!"

Our villa was perfect! There was anything and everything that we needed for our week long trip. Loved being so close to the beautiful Siesta Key beach.

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1 BR | 1 BA | Sleeps 4 | Quick View

$183

avg/night

View Details

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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4 BR | 4 BA | Sleeps 12 | Quick View

9

Distance to beach: 0.3 miles to SIESTA KEY BEACH

$366

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
  • Kitchen

About this property

Very cozy and comfortable top floor 2BR/2BA that sleeps up to 6 (extra guest charges for 5th and 6th guests.) Washer/dryer in utility room. Beach towels and umbrella provided. Parking Space #57

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Property Type

Siesta Key House

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1 BR | 1 BA | Sleeps 4 | Quick View

$232

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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Key Amenities

  • Kitchen

About this property

Be sure to check back soon for updated pictures of this beautiful 2 bedroom/2 bath condo currently under renovation. Completion date is targeted for 2/3/18. Just in time for the upcoming season. New tile flooring throughout, new modern kitchen & bathrooms. Lovely beach decor! Convenient first floor ...

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Property Type

Siesta Key Condo

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Updated 2 Bedroom 2 Bath decorated with a relaxed beach theme with all the amenities... 3 flat screens TV's, HD cable, DVD, stereo, secured wireless internet, washer and dryer in separate utility room, king size bed in master with attached bath with walk in shower with grab bar, hair dryer, two full size ...

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Property Type

Siesta Key House

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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 317 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 $134 per night with an average price per night of $327.

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 63 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 51 oceanfront rentals in Siesta Key available on FloridaRentals.com. Use our filters to search and book yours today!