Luxury Vacation Rentals in Sarasota

(38 rentals)
booking message booking message

4 BR | 4 BA | Sleeps 8 | Quick View

Distance to beach: 0.1 miles to Lido

$995

avg/night

View Details

Key Amenities

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

About this property

This price includes both the main and guest house. With both, it is 4 Bedrooms, 4 Baths that sleeps 8 or at a discounted rate, a 3 bedroom 3 bath in the main house only. The apartment has a separate fully equipped kitchen, living room and full size stacked washer/dryer laundry closet)Please note ...

View all property information

Property Type

Sarasota House

Show less

Key Amenities

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

About this property

Immerse yourself in beachfront bliss at Lido Bliss: Imagine stepping off the elevator into your private sanctuary. Breathtaking panoramic views of the Gulf of Mexico greet you from your expansive balcony, setting the scene for an unforgettable stay. This meticulously kept, 4-bedroom 3.5 bath haven exudes ...

View all property information

Property Type

Sarasota Condo

Show less

5 BR | 5 BA | Sleeps 8 | Quick View

Distance to beach: 0.1 miles to Lido

$800

avg/night

View Details

Key Amenities

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

About this property

125S - 5 Bedroom 5.5 Bath Sleeps 10 Lovely remodeled and refurbished 5 bedroom 5.5 bath pool home on desirable St. Armand's Circle! This 3,000 s.f. home comfortably sleeps (8) in beds, and has T.V.'s in the family room and living room for when the family is not enjoying the caged pool and spa, ...

View all property information

Property Type

Sarasota House

Show less

3 BR | 3 BA | Sleeps 8 | Quick View

2

Distance to beach: 0.1 miles to Lido

$795

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

3 Bedroom 3.5 Bath, Sleeps 6 in beds, and 2 more on a pull-out sofaPlease note that the minimum lease period is (7) nights due to City Code restrictions. We are not able to make an exception.Also please note there is no parking on the street unless in a designated parking area. You will ...

View all property information

Property Type

Sarasota House

"Everything superb"

Lovely home! Spacious, spotlessly clean, all the supplies were well stocked and the kitchen had everything I needed, it was a pleasure to cook in. We will be booking again next year. Sue

See all reviews

Show less

$726

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

exquisite furnishings, Ritz Managed building, Ritz membership access included. This home is brand new to our rental options so book quickly before its filled.Ritz-Carlton Managed "The Beach Residences" southeast corner residence is desirably positioned to capture the stunning Sarasota Bay ...

View all property information

Property Type

Sarasota Condo

Show less

$600

avg/night

View Details

Key Amenities

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

About this property

Are you searching for the perfect vacation home in Siesta Key? Your search ends here! This luxurious property boasts 3 bedrooms, 3.5 bathrooms, and breathtaking ocean views from multiple balconies. Enjoy some relaxation time in the enclosed spa located in the fenced backyard, or take advantage of the ...

View all property information

Property Type

Sarasota House

Show less

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Welcome to Glamor Manor, your luxurious retreat in the heart of Sarasota, Florida! This exquisite vacation rental offers an unparalleled experience of comfort, style, and relaxation.Property Highlights: Pet friendly : $200 non-refundable pet fee Heated Swimming Pool: Dive into luxury with our private ...

View all property information

Property Type

Sarasota House

Show less

4 BR | 4.5 BA | Sleeps 8 | Quick View

Distance to beach: 10 miles to Lido Beach

$500

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Minimum lease period (7) Nights due to County Code restrictions. We are not able to make an exception.There must be a minimum of (2) adults over the age of 30 as named tenants. We do not lease to young adults without adults over the age of 30 on the premisis.4 bedroom. 4.5 bathroom. Sleeps ...

View all property information

Property Type

Sarasota House

Show less

$500

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Turnkey furnished home, 3 bedrooms, 2 bathrooms, 2 car garage, king bed in master bedroom with walk-in shower, soaking tub and large walk-in closet. Queen beds in the 2 guest rooms. Heated private pool.

View all property information

Property Type

Sarasota House

Show less

3 BR | 2.5 BA | Sleeps 6 | Quick View

3

Distance to beach: 3 miles to Siesta Key

$490

avg/night

View Details

Key Amenities

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

About this property

Imagine a vacation home so thoughtfully designed and appointed that you don’t need to worry about a thing. Welcome to Magnolia House, hosted by me, Jen. Boasting a step-free, single-level home with an open floor plan that seamlessly blends indoor and outdoors with lots of natural sunlight. You are ...

View all property information

Property Type

Sarasota House

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

$444

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Very inviting home with pool, fenced yard and simple walk to St Armand's Circle.A Jewel on St. Armands Circle! The location makes this spacious 3BR+Casita/3BA with a private pool in a botanical setting a perfect month long vacation spot. This residence has it all for those who want to be right ...

View all property information

Property Type

Sarasota House

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 3 miles to Siesta Key Beach

$395

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

*Multi-month discount is availableExperience the best of Sarasota at this beautifully decorated, wonderfully cared-for oasis featuring a large heated year-round saltwater pool and spacious screened-in outdoor living area. The home's split floor plan is perfect for two families. Americas ...

View all property information

Property Type

Sarasota House

Show less

4 BR | 3 BA | Sleeps 8 | Quick View

$365

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Bird Key canal front ParadiseWelcome to waterfront living on one of the most desirable streets in Bird Key. A circular paver drive enveloped by lush mature landscaping frames the façade, as a double-door entry leads the way inside to its spacious and open floorplan with high ceilings in living ...

View all property information

Property Type

Sarasota House

Show less

3 BR | 3 BA | Sleeps 8 | Quick View

1

$328

avg/night

View Details

Key Amenities

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

About this property

Ideally located on the north end of Siesta Key, this charming resort-island home has loft-like spaces, a cool tropical modern vibe, plus 3 bedrooms, 3 baths and fantastic saltwater pool. This home is a 5 minute walk from a small public beach and less than 2 miles to the heart of Siesta Key Village. Close ...

View all property information

Property Type

Sarasota House

"Best Vacation ever"

The Pink Palm was amazing! Plenty of room and all the accommodations you could ever need. Loved the privacy of the pool. The beach was just a short drive away. Loved it and are considering returning again ...

See all reviews

Show less

Key Amenities

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

About this property

Crystal Sands, Siesta Key, Sarasota April price drop for Last minute deal - $2500 Amazing Views!! Our property is right on the beach. Take the elevator down and you're at the ocean. The views are amazing as you can see in the pics. Sit on the lanai for breakfast and watch the activities on the ...

View all property information

Property Type

Sarasota Condo

"AMAZING 2-Weeks!!!!!"

We loved every minute of our 2-week stay at Crystal Sands, the unit was beautiful and views breathtaking. We were a stones throw from the beach and it couldn't have been any better. I highly recommend!

See all reviews

Show less

Tropical Oasis Heated Pool Hot Tub Near Siesta Key
Viewed

2 BR | 2 BA | Sleeps 6 | Quick View

5

Distance to beach: 5 miles to Siesta Key Beach

$293

avg/night

View Details

Key Amenities

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

About this property

Welcome to THE FUNKY FISH HOUSE, a luxurious and spacious vacation home located just minutes away from the #1 rated beach in the USA, Siesta Key. With its 2 bedrooms, an additional room with a twin day bed, and 2 full bathrooms, the house can comfortably sleep 5 guests with space for up to 6 total.The ...

View all property information

Property Type

Sarasota House

"Incredible time!"

I can’t say enough about how much we enjoyed our stay at the Funky Fish House! The house was everything they said it would be, and so much more. We are already making plans to book it again.

See all reviews

Show less

3 BR | 2.5 BA | Sleeps 7 | Quick View

$292

avg/night

View Details

Key Amenities

  • Pet friendly
  • Private pool

About this property

Welcome to this beautiful remodeled 3 bedroom/ 2.5 bath home. This amazing location is just over the south bridge to Siesta Key's white powder beach, shopping, dining. With an oversized fenced-in backyard, it offers great privacy for those with a small dog. Beautiful new flooring, new kitchen/bathrooms, ...

View all property information

Property Type

Sarasota House

Show less

3 BR | 2 BA | Sleeps 8 | Quick View

$292

avg/night

View Details

Key Amenities

  • Pet friendly
  • Private pool

About this property

WELCOME TO A PIECE OF PARADISE! COME RELAX IN THIS BEAUTIFUL 3 BEDROOM / 2 BATH HOME LOCATED IN THE QUIET NEIGHBORHOOD OF CORAL COVE. LIGHT, BRIGHT and IMMACULATE HOME OFFERS GRANITE COUNTERTOPS, STAINLESS APPLIANCES, OPEN FLOOR PLAN WITH ALL NEW FURNISHINGS.HIGH-SPEED INTERNET, (SIESTA 4 RENT IS NOT ...

View all property information

Property Type

Sarasota House

Show less

Key Amenities

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

About this property

Welcome to our exquisite waterfront retreat in the heart of Sarasota! This fully-stocked private home is a true gem, boasting 3 bedrooms, 2 baths, and a heated pool/spa. Prepare to immerse yourself in the ultimate indoor-outdoor living experience.Nestled in the upscale Southgate community, our tastefully ...

View all property information

Property Type

Sarasota House

"Great Place"

There were only 2 of us and we had this huge house to ourselves. This is a family-friendly "home" with a large open kitchen/dining/family room area, lots of open space, and a great screened in outdoor ...

See all reviews

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 5 miles to Siesta Key

$285

avg/night

View Details

Key Amenities

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

About this property

Charming old Florida home in a cul-de-sac backing to large palm and oak trees. Three bedrooms, two full baths. One outside shower. Quiet and quaint street. Freshley painted and new carpet through-out. All new beds and furniture. Two king bedrooms with dressers and smart TV's, wi-fi in place. One ...

View all property information

Property Type

Sarasota House

"Relax and recharge at Turtle Cove!"

Immaculate and spacious home with private pool, screened lanai, and modern applicances. Located in a quiet, centrally located Sarasota neighborhood within a short drive to great restaurants, Siesta Key, ...

See all reviews

Show less

Key Amenities

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

About this property

This has just become available for winter of 24-25. The renter for the past 13 years has bought a place of their own nearby.The house is a bright, newer construction (in 2011) 3 bedroom home near the Siesta Beaches. This property is nestled in a quiet community a 10 minute walk from the white sands ...

View all property information

Property Type

Sarasota House

"Comfortable home in a great neighborhood"

We’ve been renting 6217 Beechwood from Bill for many years. Once we found this house and neighborhood, we knew we had found the perfect place for our Florida visits! The house is large and well designed. ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 5 | Quick View

$266

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Discover your own little piece of paradise and immerse yourself in the charm of this recently updated 2-bedroom, 2-bathroom villa in the heart of Siesta Key, where contemporary amenities and a prime location combine for an unforgettable vacation experience. Guests will have private access to Horizons ...

View all property information

Property Type

Sarasota Villa

Show less

Key Amenities

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

About this property

Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square feet with plenty of room to relax. You will love the fenced backyard featuring multiple seating areas and a pool to relax in. It is steps away from the world famous St. Armand's ...

View all property information

Property Type

Sarasota House

Show less

Key Amenities

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

About this property

Enjoy Gulf sunsets and the sounds of the surf from your 2nd floor beachfront condo - just one flight of steps - or use the elevator. Unit A205 offers the perfect place to enjoy the sea and sky from sunrise to sunset! On the Gulf side, a spacious lanai offers an unobstructed 180 degree view. Watch as ...

View all property information

Property Type

Sarasota Condo

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 300 feet to Siesta Key Beach

$257

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome, beach enthusiasts! Prepare to indulge in a slice of paradise by booking our Condo 407, located in a beachy wonderland adjacent to Siesta Key beach. With ample space of 1220 sq. ft., 2 bedrooms, and 2 baths, there's plenty of room for you to relax and unwind.Our super comfortable king-sized ...

View all property information

Property Type

Sarasota Condo

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 4 miles to Siesta Key/Crescent Beach

$251

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

This exquisite Coastal House with all brand NEW furnishings has a beachy style with King size beds in ALL 3 bedrooms! It’s conveniently located just 3.8 miles from #1 Siesta Key Beach, only 5 miles to downtown Sarasota, just 7.5 miles to Lido Key Beach/St. Armand's Circle, 2 houses down from ...

View all property information

Property Type

Sarasota House

"Newly Remodeled, Super Clean!"

We had a lovely stay at this newly remodeled home in Sarasota. We enjoyed morning coffee on the back patio after a great night's rest in the king size beds (three KING beds--what a bonus!), and we definitely ...

See all reviews

Show less

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to Crescent Beach

$250

avg/night

View Details

Key Amenities

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

About this property

This gorgeous 1940’s bungalow style secluded beach hideaway with your own private pool and jacuzzi is the perfect escape! Treat yourself to a peaceful and relaxing vacation that's just a 4-minute drive or a short 6 block walk from world famous Siesta Key Beach! Hosts provide beach towels, ...

View all property information

Property Type

Sarasota Bungalow

Show less

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

3 bedroom/2 bath home located near the south bridge to Siesta Key.Bright and airy beach style decor with all new furniture. Light filled open format living room, dining room, kitchen. 65" flat screen smart TV with Hulu-live TVMaster Suite with king bed, walk-in closet, and bathroom with ...

View all property information

Property Type

Sarasota House

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 2 miles to Cresent Beach

$250

avg/night

View Details

Key Amenities

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

About this property

Florida living at its best… just MINUTES to the beaches of SIESTA KEY!NOT YOUR TYPICAL RENTAL. The minute you walk in the door you will fall in love with the oversized living room with vaulted ceilings and white porcelain floors that shine throughout the entire home. A pair of 7 ft sliders ...

View all property information

Property Type

Sarasota House

"Our extended stay in your beautiful home."

This home is in a well located, quiet location near Siesta Key Beach. We loved how clean and spacious it is. The home has such an inviting and cozy feel to it. The pool was a nice touch. The homeowners ...

See all reviews

Show less

3 BR | 3.5 BA | Sleeps 6 | Quick View

Distance to beach: 7 miles to Siesta Key Beach

$250

avg/night

View Details

Key Amenities

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

About this property

Luxury lakefront home on a quiet cul de sac located in pristine Palmer Ranch. Kick back on the covered front porch and relax in the glider and rocking chairs. Soak up some sun in the screened in lanai with heated saltwater pool overlooking the lake. Enjoy community amenities such as the clubhouse, lighted ...

View all property information

Property Type

Sarasota House

Show less

Key Amenities

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

About this property

The house is a bright, open floor plan, 3 bedroom, 2 bath home near the Siesta Beaches. Within a 15 minute drive are numerous golf courses, Benderson rowing facility, many very good locally run restaurants of diverse ethnicities, and large shopping malls. This property is nestled in a quiet community ...

View all property information

Property Type

Sarasota House

"Awesome Place!"

We escaped here from the cold northeast and it was perfect! Fully stocked kitchen that made it so easy to cook and pretend it's our own house. Super close to the beaches without having to deal with the ...

See all reviews

Show less

3 BR | 2.5 BA | Sleeps 12 | Quick View

$230

avg/night

View Details

Key Amenities

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

About this property

Very nice & Spacious 3 bedms/2.5bathms home with heated swimming-pool in Euclid Ave. Near beaches (15min) and downtown (5min) and Shopping St Armand Cir (15 min). Perfect for family and friends. Modern comfort renovated with a large garden Near to Yoder's Fresh market and Arlington park (playing ...

View all property information

Property Type

Sarasota House

Show less

2 BR | 3 BA | Sleeps 4 | Quick View

2

$225

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

To view complete details callAVALIABLE MARCH 1ST 2024! This home is a beautiful waterfront beach bungalow located on Little Sarasota Bay on the desirable and less congested location of South Siesta Key, Sarasota FL. This sanctuary is within walking distance of the public amenities of Turtle ...

View all property information

Property Type

Sarasota House

"Perfect getaway!"

This house and grounds were AMAZING! The decks, dock, and gliders were relaxing and quiet-we enjoyed the bird watching and saw dolphins on our last day! Turtle Beach is nice-not quite Siesta Key sand, ...

See all reviews

Show less

2 BR | 1 BA | Sleeps 4 | Quick View

13

Distance to beach: 0.5 miles to Turtle Beach

$214

avg/night

View Details

Key Amenities

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

About this property

Looking for the perfect vacation rental? Weekly? Monthly? or for the Season? This 2 bed /1 bath 3rd floor condo has just been freshly painted with a brand new kitchen and new flooring. Features a queen size bed in one room & a KING in the other room. Large granite island in the fully equip kitchen ...

View all property information

Property Type

Sarasota Condo

"Perfect Vacation"

What a perfect place to stay for our vacation. Perfect size, very clean, lovely kitchen island, and two balconies!! From the balcony you can see the pool, the river, and the ocean all at once. So picturesque!! ...

See all reviews

Show less

Key Amenities

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

About this property

Recently updated and situated in the highly sought-after Gulf Gate community, this 2 bed/2 full bath Sarasota home with heated and caged pool is designed with a relaxing stay in mind. Just 4.5 miles away from Siesta Key Beach (voted #1 beach in the US), 1 mile away from Gulf Gate Shopping and Dining ...

View all property information

Property Type

Sarasota House

Show less

3 BR | 2 BA | Sleeps 6 | Quick View

$200

avg/night

View Details

Key Amenities

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

About this property

Beautiful golf course views from this Palmaire Fairway Lakes 3 Bedroom 2 Bath Furnished home! Heated Pool, 2 Car Garage. King in Master Bedroom with walk in shower, soaking tub and large walk in closet. Queen Beds in 2 Guest Bedrooms. Fairway Lakes is located just a short golf cart ride away from the ...

View all property information

Property Type

Sarasota House

Show less

3 BR | 1 BA | Sleeps 5 | Quick View

Distance to beach: 3 miles to Siesta Key Beach

$200

avg/night

View Details

Key Amenities

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

About this property

Your own private home surrounded by tropical landscaping. Newly remodeled, 2 story air- conditioned/heated house. 2 bedrooms, loft/game/3rd bed room, 1 bath, full kitchen, dining room, living/TV room, sun-room, laundry room. Lush tropical landscaped, fenced in private courtyard. 500 sqft outdoor ...

View all property information

Property Type

Sarasota House

Show less

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 0.5 miles to Siesta Key Crescent Beach Access 12

$200

avg/night

View Details

Key Amenities

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

About this property

This newly decorated condominium is located in The Boatyard, a highly sought after community on the intracoastal. It is within walking distance to gorgeous Siesta Key Crescent Beach, many water sport activities, shopping, restaurants and more. Private boat slips are also available, right at the dock. The ...

View all property information

Property Type

Sarasota Condo

Show less

Map
Expand map Close map
Sarasota Vacation Rentals