Luxury Vacation Rentals in Siesta Key

(204 rentals)
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3 BR | 3 BA | Sleeps 6 | Quick View

$829

avg/night

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Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool

About this property

** Due to circumstances out of our control, the pool on the 2nd floor in between the buildings is closed due to refurbishment. You do still have the access to the pool that is on the beach** This lovely penthouse condo is in one of Siesta Key's newest complexes (built in 2006). The Crescent offers luxury ...

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Property Type

Siesta Key Condo

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5 BR | 3.5 BA | Sleeps 15 | Quick View

$810

avg/night

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Key Amenities

  • Air conditioning
  • Private pool

About this property

This 3400 sq ft., 5 Bedroom 3 Bath, Townhome Offers, Private heated pool- **please keep in mind the pool is refreshing, but has limited space for larger parties. Many balconies overlooking the pool. Beautiful custom kitchen, with Granite and Stainless. (REVISED LAYOUT of the HOUSE : Effective: Oct. 2019 ...

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Property Type

Siesta Key Condo

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3 BR | 3 BA | Sleeps 6 | Quick View

$807

avg/night

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Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool

About this property

**Any advertised discounts on website do not apply to this unit*** Due to circumstances out of our control, the pool on the 2nd floor in between the buildings is closed due to refurbishment. You do still have the access to the pool that is on the beach** THIS UNIT IS ONLY 1 of 2 IN THE BUILDING WITH PRIVATE ...

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Property Type

Siesta Key Condo

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4 BR | 2.5 BA | Sleeps 8 | Quick View

6
LAST MINUTE DEAL 4/29 - 4/29: New week available. Starting Saturday, April 29. 15% Discount. Also 5 nights May 22-27.

$789

avg/night

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Key Amenities

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

About this property

A front row seat for the famous sands and sunsets of Siesta Key Step barefoot directly on to the award-winning, powdery sand of Crescent Beach Two of four bedrooms have gulf views Ideal for families or small groups of up to 8 people Enjoy access to an Olympic-sized pool Fully equipped kitchen Screened ...

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Property Type

Siesta Key House

"Family Time"

We are a family of 8, including a 9 yo & 2 yo. Staying in this beautiful home was a dream come true! Direct beachfront, lovely patio with nice furniture, an umbrella for enjoying the afternoon sunshine, ...

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DEAL

5 BR | 4 BA | Sleeps 13 | Quick View

11

Distance to beach: 400 feet to Siesta Beach

$760

avg/night

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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

"Wonderful home and stay on Siesta Key"

The home was perfect, even nicer than the pictures made it look. Very clean, great layout and integration of the home into the outside pool area. Bathrooms seem recently remodeled and are very clean and ...

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4 BR | 4 BA | Sleeps 12 | Quick View

Distance to beach: 2 miles to siesta key

$750

avg/night

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Key Amenities

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

About this property

LaVida Vacations presents a wooded property is unreal and our 5 star ratings agree! 1 acre on the water for your entire family or group to relax and enjoy. Go swimming in the huge heated private pool or go to the water and enjoy paddle boarding or kayaking to the Gulf of Mexico! After a long day at the ...

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Property Type

Siesta Key House

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3 BR | 2.5 BA | Sleeps 8 | Quick View

$714

avg/night

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Key Amenities

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

About this property

Enjoy our updated beach front 3 bed 2.5 bath condo. Just steps to the best beach in the world and also steps to beautiful Siesta Key Village entertainment district! All the amenities that you need to have a relaxing vacation.

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Property Type

Siesta Key Condo

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3 BR | 2 BA | Sleeps 6 | Quick View

$714

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

** Due to circumstances out of our control, the pool on the 2nd floor in between the buildings is closed due to refurbishment . You do still have the access to the pool that is on the beach** EXPERIENCE LUXURY AT IT'S FINEST IN THIS STUNNING 2ND FLOOR CONDO WITH PARTIAL GULF VIEW FROM SIDE BALCONY. BACK ...

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Property Type

Siesta Key Condo

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3 BR | 2 BA | Sleeps 6 | Quick View

$686

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

** Due to circumstances out of our control, the pool on the 2nd floor in between the buildings is closed due to refurbishment . You do still have the access to the pool that is on the beach** WELCOME TO PARADISE! COME STAY AND RELAX IN THIS LUXURY CONDOMINIUM OFFERING ALL THE RIGHT AMENITIES. TAKE IN ...

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Property Type

Siesta Key Condo

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4 BR | 3 BA | Sleeps 11 | Quick View

1

$674

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Enjoy a private vacation rental on Siesta Key. Built in the 1940's, this Old Florida art deco style home has been updated over the years and is full of character. The living room offers a large sitting area, stone fireplace and TV. The oversized family room offers 12 foot ceilings, sliding pocket doors ...

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Property Type

Siesta Key House

"522 Canal Rd"

Great vacation rental home with tile floors throughout making it a perfect beach home. The house has four bedrooms three of which have their own private, full bathroom. Siesta-4-Rent Management was great ...

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3 BR | 3 BA | Sleeps 7 | Quick View

6

Distance to beach: 300 feet to Siesta Beach

$670

avg/night

View Details

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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3 BR | 3 BA | Sleeps 8 | Quick View

$670

avg/night

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Key Amenities

  • Air conditioning

About this property

3 Bedroom/ 3 Bath Beachfront Townhome in Siesta Village, offering beautiful sunsets from your 2 balconies. Note that the beach directly in front of the property is private and may not allow access. Public beach access is always available just a few steps away. Go a block behind the unit to all the restaurants ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$643

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

** Due to circumstances out of our control, the pool on the 2nd floor in between the buildings is closed due to refurbishment. You do still have the access to the pool that is on the beach** Luxury at its finest in this 1600 sq. ft. 2006 built Crescent condo complex. This Unique 2 Bedroom 2 Bath on the ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

$643

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

** Due to circumstances out of our control, the pool on the 2nd floor in between the buildings is closed due to refurbishment. You do still have the access to the pool that is on the beach** This immaculate 2 Bedroom 2 Bath on the 3rd floor of the beautful Crescent complex faces directly to one of the ...

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Property Type

Siesta Key Condo

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4 BR | 2.5 BA | Sleeps 10 | Quick View

$636

avg/night

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Key Amenities

  • Air conditioning
  • Private pool

About this property

Welcome to paradise! Your oasis awaits you. 4 bedrooms, 2.5 bath luxury townhome with a private pool is just 1 block from Siesta Village and only 2 blocks from the beach! Five star amenities include; Fully stocked gourmet kitchen with granite counter tops, top of the line stainless steel appliances, laundry ...

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Property Type

Siesta Key Condo

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3 BR | 3.5 BA | Sleeps 8 | Quick View

$636

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

Contemporary 3 Bedroom 3 Bath Luxury townhome. Beach views from the 3rd bedroom on top floor with full bath and bonus room and murphy bed. Master suite with tub and walkin shower, Gourmet kichen, leather furniture, balcony with partial views of the Gulf from the 3rd floor balcony. Laundry in unit, 2 car ...

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Property Type

Siesta Key Villa

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3 BR | 2.5 BA | Sleeps 8 | Quick View

$609

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

WATCH PARROTS FLY OVERHEAD FROM THIS 3 BEDROOM , 2 .5 BATH, HOME WITH POOL, FANTASTIC UNIQUE LOCATION NESTLED JUST A SHORT DISTANCE TO BOTH SIESTA KEY’S ‘VILLAGE’ AND TO THE BEACH! QUIET NEIGHBORHOOD. LARGE DECK SURROUNDS ALMOST ½ OF THE HOUSE: PARKING FOR 2 CARS IN DRIVEWAY. ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$602

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

BEAUTIFUL BEACHFRONT CONDO WITH VIEWS FROM LIVING ROOM AND BOTH BEDROOMS. BEACH CHAIRS PROVIDED ON THE BEACH. LARGE LANAI RUNS ENTIRE WIDTH OF UNIT. LEATHER FURNITURE, ONE OF OUR MOST POPULAR UNITS. BIG SCREEN TV, VCRand DVD, TV IN EACH BEDROOM. WASHER and DRYER IN UNIT. HIGH SPEED INTERNET ACCESS. (SIESTA ...

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Property Type

Siesta Key Condo

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3 BR | 3 BA | Sleeps 6 | Quick View

4

Distance to beach: 0.1 miles to Siesta Key

$600

avg/night

View Details

Key Amenities

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

About this property

Fully renovated penthouse unit! This property seamlessly melds state of the art amenities with casual beachfront living with privacy. Step off of the sugary sands of Siesta Key Beach and right in to this beautifully renovated beachfront condominium with surprisingly expansive gulf views. Sea and sky ...

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Property Type

Siesta Key Condo

"Lovely beach front rental - walkable to restaurants"

This rental had everything you could want. It is newly updated and is fully stocked with nice amenities. The beach can be seen from the unit and has a walking path to the water right next to the condo. ...

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2 BR | 2.5 BA | Sleeps 6 | Quick View

$599

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pool

About this property

** Due to circumstances out of our control, the pool on the 2nd floor in between the buildings is closed due to refurbishment . You do still have the access to the pool that is on the beach** THIS 3RD FLOOR CONDO WAS RECENTLY REFURNISHED WITH ALL ROOMS GETTING ALL NEW FURNITURE AND FURNISHINGS AND ALL ...

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Property Type

Siesta Key Condo

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2 BR | 2.5 BA | Sleeps 6 | Quick View

$590

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pool

About this property

** Due to circumstances out of our control, the pool on the 2nd floor in between the buildings is closed due to refurbishment . You do still have the access to the pool that is on the beach** Beautiful Crescent 2 Bedroom Penthouse Unit with partial Beach views, large balcony overlooking pool area in the ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$565

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

Awesome 1st Floor Beachfront! Just outside your sliding doors is the #1 rated Crescent Beach. Condo features sweeping ocean view and super easy access to the beach while maintaining privacy of corner unit. Two bedrooms, two baths. Washer/dryer, Flat screen TVs in bedrooms 60" Ultra High Def 4k TV ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 5 | Quick View

$529

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

***DUE TO CIRCUMSTANCES OUT OF OUR CONTROL, THE POOL ON THE 2ND FLOOR IS CLOSED DUE TO REFURBISHMENT. ENJOY ONE OF SIESTA KEY'S NEWEST COMPLEX OFFERING LUXURY LIVING AT ITS BEST. BEAUTIFUL 2 BEDROOM / 2 BATH UNIT WITH LOTS TO OFFER. COMPLEX OFFERS 2 POOLS, 1ST JUST OFF THE WORLD FAMOUS SIESTA BEACH AND ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 5 | Quick View

$506

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

Very nice Beachfront Siesta Breakers 3rd floor unit with elevator access. Gated community with lighted tennis, Heated pool 9am-9pm, beach chairs provided on Siesta Breakers private beach area, reserved 1 car covered parking spot for each unit. Screened lanai overlooking the pool and out to the beach with ...

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Property Type

Siesta Key Condo

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4 BR | 3 BA | Sleeps 8 | Quick View

$498

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

ENJOY THIS 4 BEDROOM, 3 BATH PRIVATE HOME LOCATED ON A CANAL IN BEAUTIFUL SIESTA ISLES. OPEN FLOOR PLAN WITH LOTS OF SPACE, HARD WOOD FLOORS, A CAGED PRIVATE POOL WITH STUNNING VIEWS FROM EVERY ANGLE. LAUNDRY ROOM WITH FULL SIZE WASHER / DRYER AND WIRELESS INTERNET ACCESS, (SIESTA 4 RENT IS NOT RESPONSIBLE ...

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Property Type

Siesta Key House

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4 BR | 2.5 BA | Sleeps 6 | Quick View

$494

avg/night

View Details

Key Amenities

  • Pet friendly
  • Private pool

About this property

ENJOY THIS 4 BEDROOM, 2.5 BATH PRIVATE HOME LOCATED ON A CANAL IN BEAUTIFUL SIESTA ISLES. OPEN FLOOR PLAN WITH LOTS OF SPACE, HARD WOOD FLOORS, A CAGED PRIVATE POOL WITH OUTDOOR KITCHEN. LAUNDRY ROOM WITH FULL SIZE WASHER / DRYER AND WIRELESS INTERNET ACCESS, (SIESTA 4 RENT IS NOT RESPONSIBLE FOR TECH ...

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Property Type

Siesta Key House

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4 BR | 3 BA | Sleeps 8 | Quick View

$485

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Very nice 4 Bedroom home on a canal just about 5 blocks to Siesta Village. offering: 1 car garage, Duet washer/ dryer, Private pool, decorated with a Island flare. Tile throughout and nice granite and stainless kitchen. Beautiful setting pool and patio overlooking Canal with boat dock. 3 TV's, 1 DVD, ...

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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

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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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.4 miles to Siesta Key Beach

$475

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 | 2 BA | Sleeps 6 | Quick View

$473

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

COME STAY AND RELAX IN THIS BEAUTIFUL 2 BEDROOM / 2 BATH CONDO LOCATED IN THE PALM BAY CLUB TOWER OVER-LOOKING THE WORLD FAMOUS SIESTA KEY BEACH, ( SAME SIZE AND VIEW AS PENTHOUSE UNIT.) ALL THE AMENITIES. FROM THE TILE FLOORING, GRANITE COUNTERTOPS AND STAINLESS STEEL APPLIANCES TO THE LEATHER FURNITURE, ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$470

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

Just released to our program - gorgeously renovated in 2022! Relax in spacious luxury in this 10th floor Gulf Front condo with an unobstructed 180-degree view from your wrap-around screened terrace. The all-new sparkling white quartz kitchen provides all you need (inlcuding an air fryer) to whip up a ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$468

avg/night

View Details

Key Amenities

  • Pool

About this property

Beautiful 7th floor beachfront condo in Crescent Arms North building. Screen lanai with beach views, washer/dryer right outside your door, elevator, heated pool, community grills and beach chairs provided by association. Located just about 3 blocks from restaurants and shopping at Stickney Point. No smoking ...

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Property Type

Siesta Key Condo

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4 BR | 2 BA | Sleeps 8 | Quick View

$464

avg/night

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Key Amenities

  • Air conditioning
  • Private pool

About this property

A piece of Paradise..... Come relax in this beautiful 4 Bedroom, 2 full bath pool home offering large livingroom and family room, caged heated pool and spa, (spa is non-functional and is maintained at pool temperature.) 1 car garage ( owner keeps one car in garage), washer/dryer. Home located just 1 mile ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 6 | Quick View

$459

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

BEAUTIFUL, PRIVATE 3 BEDROOM / 3 BATH HOME LOCATED IN THE QUIET RESIDENTIAL NEIGHBORHOOD OF SIESTA ISLES. JUST 5 BLOCKS FROM THE WORLD FAMOUS SIESTA KEY BEACH WITH EASY ACCESS. HOME IS FULLY RENOVATED AND NEWLY FURNISHED FOR YOUR ENJOYMENT WITH AN OPEN FLOOR PLAN WITH LOTS TO OFFER. FULLY EQUIPPED KITCHEN ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

1

$453

avg/night

View Details

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool

About this property

GORGEOUS GULF FRONT, 2 BEDROOM / 2 BATH UNIT IN THE SOUGHT AFTER CRYSTAL SANDS COMPLEX. TILE FLOORS THROUGHOUT KITCHEN, BATHS and LIVING ROOM. 3 FLAT SCREEN T.V.'S, WASHER / DRYER AND SCREENED LANAI OFF ALL ROOMS WITH DIRECT ACCESS. HIGH SPEED WIRELESS INTERNET ALSO AVAILABLE, (SIESTA 4-RENT IS NOT RESPONSIBLE ...

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Property Type

Siesta Key Condo

"Family vacation"

Nice place, great location. Put a hot tub in the pool area!! Not sure why this isn't standard with all resorts/ condosWeather stunk over Christmas but property gets my vote, but you need a hot tub

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2 BR | 2 BA | Sleeps 6 | Quick View

$453

avg/night

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Key Amenities

  • Air conditioning
  • Pool

About this property

BREATHTAKING, DIRECT OCEANFRONT, 2 BEDROOM / 2 BATH UNIT WITH PANORAMIC VIEWS OF THE BEACH AND SARASOTA SKYLINE. GRANITE COUTERTOPS, TILE FLOORS IN KITCHEN, BATHS and LIVING ROOM, AND WOOD FLOORING IN BEDROOMS. LEATHER FURNITURE, 3 FLAT SCREEN T.V.'S, 2 DVD'S, I-POD DOCKING STATION, WASHER / DRYER AND ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$453

avg/night

View Details

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool

About this property

BREATHTAKING GULF FRONT, 2 BEDROOM / 2 BATH UNIT IN THE BEAUTFUL CRYSTAL SANDS COMPLEX. GRANITE COUTERTOPS, TILE FLOORS IN KITCHEN, BATHS and LIVING ROOM, AND WOOD FLOORING IN BEDROOMS. LEATHER FURNITURE, 3 FLAT SCREEN T.V.'S, WASHER / DRYER AND SCREENED LANAI OFF ALL ROOMS WITH DIRECT ACCESS. HIGH SPEED ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$452

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pool

About this property

Direct beachfront condo located on the desirable Crescent Beach at the southern end of Siesta Key. Views for miles of the sparkling Gulf of Mexico waters, white sand and Point of Rocks from all rooms. An open and spacious floor plan, generous balconies, washer and dryer in the condo. Covered parking, ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 5 | Quick View

$448

avg/night

View Details

Key Amenities

  • Oceanfront
  • Pool

About this property

Gorgeous beachside 6th floor unit at Siesta Breakers with breathtaking views of the Gulf of Mexico. Beautifully renovated and furnished, washer dryer in unit, screened lanai, covered parking for 1 car and elevators. Wireless internet ( Siesta 4 Rent does not offer tech support), tennis, pool, beach chairs ...

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Property Type

Siesta Key Condo

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3 BR | 2 BA | Sleeps 8 | Quick View

$437

avg/night

View Details

Key Amenities

  • Air conditioning
  • Private pool

About this property

TRULY THE BEST OF BOTH WORLDS- BEAUTIFUL CANAL HOME JUST TWO BLOCKS TO WORLD-FAMOUS SIESTA KEY BEACH. COME RELAX IN THIS BEAUTIFUL 3 BEDROOM / 2 BATH HOME LOCATED IN THE QUIET NEIGHBORHOOD OF SIESTA ISLES WITH A GORGEOUS POOL. (NOTE POOL CAGE SHOWN IN SOME PHOTOS IS NO LONGER THERE.) THIS FABULOUS REMODELED ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 7 | Quick View

$434

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

ENJOY THIS 3 BEDROOM, 2 BATH PRIVATE HOME LOCATED ON A CANAL IN BEAUTIFUL SIESTA KEY VILLAGE. OPEN FLOOR PLAN WITH LOTS OF SPACE, TILE FLOORS, A PRIVATE POOL ON A CANAL. DESIGNER KITCHEN WITH SOLID WOOD CABINETS, GRANITE COUNTERTOPS AND VIKING APPLIANCES. LAUNDRY ROOM WITH FULL SIZE WASHER / DRYER AND ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 0 | Quick View

$432

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

This exquisitely remodeled home delivers on design, location and lifestyle. Featuring three bedrooms and three full baths and a one-car garage. Beautiful hardwood floors and huge open kitchen with sleek granite countertops.The oversized and private backyard features a gorgeous heated pool as its centerpiece, ...

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Property Type

Siesta Key House

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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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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

4 BR | 2.5 BA | Sleeps 9 | Quick View

$411

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Tucked away amid the tropical tranquility of Siesta Keys Grand Canal, this remodeled home delivers on design, location and lifestyle. Featuring four bedrooms, two-and-one-half baths and a one-car garage and washer and dryer. Beautiful hardwood floors, solid wood cabinetry and sleek granite countertops. ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 12 | Quick View

1

$405

avg/night

View Details

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

"Definitely more than 5 stars for this property"

I’ve rented several Siesta Key properties, but this is definitely my favorite. The home is located very close to the public beach down a quiet cul de sac. The neighbors were all friendly and the area ...

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1 BR | 1.5 BA | Sleeps 3 | Quick View

$405

avg/night

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Key Amenities

  • Air conditioning

About this property

UNIQUE 1 BEDROOM TOWNHOUSE OVERLOOKING THE BEACH, 1 BLOCK TO SIESTA VILLAGE, 3 STORY UNIT WITH GARAGE ON 1ST FLOOR AND WASHER/DRYER, BALCONY, MEXICAN TILE FLOORS, KITCHEN, SPIRAL STAIRCASE TAKES YOU TO THE MASTER SUITE ON THE 3RD FLOOR, LARGE BALCONIES AND BEAUTIFUL VIEWS, NOTE THAT THE BEACH DIRECTLY ...

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Property Type

Siesta Key Condo

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3 BR | 2 BA | Sleeps 6 | Quick View

1

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

$394

avg/night

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Key Amenities

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

About this property

Unit 608 is a large 3 bedroom, 2 bath high-rise unit in Horizons West, Siesta Key, Florida. The unit has recently undergone a complete makeover 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

"Stunning Condo"

My family stayed in this stunning condo and absolutely loved it. Beautiful views, fabulous modern furniture, high tech TVs and sound system, awesome high end kitchen and baths.

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2 BR | 2 BA | Sleeps 6 | Quick View

$386

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

2nd Floor, Duplex in Siesta Village. This unit offers 2 Bedrooms and 2 Baths, Shared pool with 303. washer/dryer in unit, screened lanai. Located near quaint shops and restaurants in Siesta Village and about 2 block to the Siesta Beach access. High speed internet- wifi ( Siesta 4 Rent does not offer tech ...

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Property Type

Siesta Key Condo

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

$386

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

1st Floor Duplex in the Siesta Village. This unit offers 2 Bedrooms 2 Baths, tile floors, Leather furniture, screened lanai, washer/dryer in unit, pool shared with the 305 unit. Located in Siesta Village near all the restaurants and shops and about 2 blocks to Siesta Beach access. Unit offers high speed ...

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Property Type

Siesta Key Condo

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