Top 10 Luxury Rentals In Sarasota, Florida

Deanna
Deanna 
Updated

Sarasota is “a place for dancing” in Florida’s Cultural Coast. Six islands on the Gulf of Mexico and 35 mi (56 km) of coastline make it a paradise for annual visitors. Most travelers spend their days on the beach during the day and go shopping at night. When you’re in Sarasota, find time to check out the specialty shops and galleries. This part of Tampa Bay is not only a place for summer fun, but it also attracts retirees and people who wish to relocate to where seafood dishes are daily fare. As Gulf Coast cities go, Sarasota’s eclectic offerings bring you a surprising mix of botanical gardens, legacy trails, and a chance to find the teeth of a prehistoric shark on the beach. IF you’re looking for a place to stay, here are the top luxury rentals in Sarasota, Florida.

1. Family beach home with heated pool (from USD 532)

Give your party of 13 holidaymakers a chance to sunbathe, swim, and snorkel at Siesta Key beach. This rambling property has four bedrooms, four bathrooms, and a kitchen. The heated pool is in a screened section. You can cook up all sorts of water fun in utmost privacy.

The recreational room has a ping pong table, and after a few swings of the racket, you can roast your favorite meats and vegetables on the outdoor grill. The vacation home is only a few minutes up the road from the beach.

Family friendly with large pool
85 reviews  Wifi Available
House 13 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 13
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
i loved having coffee on the deck overlooking the pool
loved the blankets on the couch made it feel very cozy
the outdoor space was wonderful we loved the deck off the living room and were out there frequently
it makes a perfect gathering place with the beautiful pool and balcony
it had a dining table as well as comfortable sofas and coffee table
Cleanliness:
the facility was clean and well appointed
everything was clean and in working order
the pool was very clean and the hot tub was so relaxing after a long day
the rental was very clean and had a fully stocked kitchen
the house itself is perfect (i think new floors?) and clean
Host:
the owner was super nice and available when i had questions
the host was extremely responsive to our questions/concerns though which we appreciated
the property was well maintained and completely as represented on homeaway owner was pleasant and solicitous
the owner was great to work with begin to end cheers
this property and the owner were great to work with
Location:
convenient location and a very good value
nice property in an easy location
this is the perfect house the best location and the best outdoor space
we had absolutely the best time loved the house and the convenient location
great location in proximity to siesta keys and sarasota
Read more reviews

2. Designer home with chef's kitchen (from USD 192)

Make the most of the chef’s kitchen with a juicer, coffee maker, and ice maker to prepare refreshments for the entire gang. Savor the lifestyle of the rich and famous in this mid-century home in Sarasota.

The three bedrooms are fitted with hotel-grade beddings. You will appreciate the modern furniture in the living room and outdoor areas. Don’t sit too long because the grounds are extensive, and there are many fruit trees and other tropical flora for shade. The host has made improvements to the heated, saltwater pool for your maximum enjoyment.

Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!
87 reviews  Wifi Available
House 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the kitchen table was the perfect size for playing cards and board games in the evenings
kids loved having heated pool (85 degrees) a few steps away from house
the pool was wonderful and the beds were super comfy
the pool was so wonderful to just be able to relax and chill out there
outdoor area is immaculate with a great swimming pool patio and bbq area
Cleanliness:
peaceful clean and private
the house was absolutely beautiful very clean and comfy
the house was immaculately clean and very well equiped
the house is spacious and always clean
plenty of room clean and enough for all of us to stay entertained/relaxed
Host:
mike was very responsive
mike was super helpful and responsive to our questions
the owner was helpful and replied quickly
the owner was very responsive and accomodating
if any issues were to arise the owners are very quick to respond and help resolve any issues
Location:
location is great
great location and good size
great house in a great location
great location very cool house for family
location was great and close to everything we hope to visit the palm house again
Read more reviews

3. Beach estate near the airport (from USD 1850)

At the very heart of a private stretch of sand is this Mediterranean-inspired property with six bedrooms and a private pool. All these pleasures can be yours if you book this property.

Kayaks and beach cruisers are available for outdoor enthusiasts. This is not a regular vacation home because the ocean is your backyard, and beach chairs await your company. Residents of this neighborhood are keen on keeping the peace, so savor the elegance of the living spaces in absolute serenity.

Luxurious Mediterranean Estate with Private Beach!
90 reviews  Wifi Available
House 14 Guests 6 Bedrooms 6 Bathrooms

Accommodates: 14
Minimum Nights: 7
Refund Policy :

Top guest reviews
Amenities & Room:
the pool and view from the backyard are great
the kitchen was well equipped and cooking thanksgiving dinner was so enjoyable with the view of the bay
the bicycles were fun and the ping pong table was used for tournaments
plenty of space and children enjoyed the pool
lots of room perfect for multiple families
Cleanliness:
property clean and extremely well maintained
very easy check in with the property clean and ready
clean location great pool fabulous
it was spacious clean and it seems that many updates were done (compared to the pictures)
pool was nice but never saw anyone come to clean
Host:
the staff was beyond helpful
wonderful responsive property manager for small requests that came up
we especially appreciated that the owner was so responsive and helpful throughout our stay
we thank the owner for allowing us to use this fantastic house
owner very responsive pre stay
Location:
the location was great and had easy access to everything
great location great views
the house was wonderful and the location ideal for us; minutes from the airport ringling art museum and rcad
the house was great location was beautiful house was wonderful and hugo was so responsive
very nice home great location very clean
Read more reviews

4. Spacious home with a private pool (from USD 390)

Stay in a deluxe accommodation in St. Armands Key featuring a tropical garden, heated pool, and three bedrooms. From the mainland, you can reach this island on the west coast through the John Ringling Causeway. The high ceilings of the main room are an awe-inspiring sight.

Spend the weekend in your tropical oasis with a sunroom and a gazebo for alfresco dining. Bring good wine to celebrate your time in a retreat lavished with luxury beddings and towels. The host suggests exploring the island on the bicycles provided.

Walk to St Armands Circle! Spacious Home with Private Secluded Pool!
Sarasota, FL, US
House 6 Guests 3 Bedrooms 2 Bathrooms

5. Delightful home with lanai and pool (from USD 785)

Between Lido Beach and Siesta Key Beach is this deluxe beach house with a manicured yard. The lanai area is luminous and cozy. Once you’re ready to spend time in the sun, the heated pool is at your service. There is a well-provisioned kitchen with sleek surfaces and modern appliances.

There’s no need to pack an extra bag because the beach toys are in the garage. Guests may park one car in the garage and two in the driveway. Upon booking, ask the host about jet skis, scooters, boats, and kayaks for rent.

Close to Beaches AND Downtown. Heated pool, 4 Bdrm
Sarasota, Florida, United States
34 reviews Superhost  Wifi Available
Entire home 4 Beds 9 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
excellent amenities and super nice pool
very cool modern house with wonderful heated pool
this is a beautiful modern stylish well equipped home with a heated pool
the backyard is an oasis with a good size pool as the center piece
the beds are the most comfortable beds i have slept in
Cleanliness:
kids loved playing in the saltwater pool very clean and well stocked
an amazing house so clean and full of amenities
Host:
host was very friendly and available
the hosts were extremely gracious and accommodating
lisa and jaime are great hosts always responding to our questions
the hosts were excellent with communication and response time
really nicely done home—felt luxurious and comfortable and the hosts are very responsive and attentive
Location:
great location to beaches shopping and restaurants
great property in a good location
loved the house and the location the house description perfectly matches the house
perfect location very peaceful comfortable and exquisitely clean house
Read more reviews

6. Beach hideaway with saltwater pool (from USD 549)

Here is a four-bedroom coastal home with a garden. Guests will appreciate the modern fittings of the indoor kitchen and expandable dining area. This amazing property has a fantastic surprise for the little ones. Let the children climb up and slide down the Playland in the yard.

The outdoor lounge is well lit, and you can use it day and night. Take note of the saltwater pool, hot tub, cabana, and outdoor kitchen. There is a bathroom near the pool area.

"The Palmieri" - a tropical Sarasota getaway!
Sarasota, Florida, United States
109 reviews Superhost  Wifi Available
Entire home 6 Beds 11 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 11

Top guest reviews
Amenities & Room:
great place love the fenced in yard and heated pool
from the well-stocked kitchen to the amazing outdoor amenities everything was lovely
outdoor kitchen and patio were the most amazing place to relax
we grilled and had so much fun in the heated pool
what a gorgeous house loved the pool hot tub and all of the outdoor amenities
Cleanliness:
very clean and comfortable
excellent communication and very very clean and cute
the place was very clean spacious and comfortable
a great cleaned up place to stay with a beautiful pool & jacuzzi
the house was very clean and is so beautifully maintained/decorated
Host:
hosts were responsive and helpful
the hosts are the most responsive and accommodating out of any i’ve ever had
alsojeff and lyn are great hosts
very kind accommodating and easy to communicate with highly recommend
communication with the owners was quick and easy
Location:
great stay close to wonderful beaches
the house is located close to the airport and beautiful siesta key beach
we enjoyed walking the neighborhood & into downtown
we had a great stay house was close to beaches and all the stores we needed
loved this stay the location was in a great spot of town
Read more reviews

7. spa retreat (from USD 328)

In the historic downtown district is a luxurious vacation home that exceeds expectations. This is an ideal vacation home if all you need is a retreat with a heated saltwater pool, an infrared sauna, and a hammock.

The host has hand-picked the furnishings for this secluded cottage surrounded by plants and trees. There is a grill and fire pit on the grounds. Don’t spend too much time outside that you neglect to use the ping pong and table tennis tables. Use the kayaks provided by the host for hours of glorious outdoor adventure.

Boutique Spa Retreat (Near Downtown)
Sarasota , Fl, United States
114 reviews Superhost  Wifi Available
Entire home 2 Beds 3 Guests 2 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
great amenities including pool sauna and yard
house is a lot of fun with ping-pong nice pool and big patio
Cleanliness:
very clean cool and a great pool in back
her place was beautiful clean and extremely well equipped
her place was beautiful and clean
excellent place great pool and super clean and convenient to get around
913 tennessee lane is clean comfortable and very well located—in the indian beach/sapphire hills neighborhood
Host:
stephanie was an amazing host
stephanie was such a great host
stephanie is a super host for sure
stephanie is the perfect host: friendly and responsive
stephanie was an amazingly responsive and accommodating host
Location:
great location close to everything
lovely place close to town
what a cute and quaint place
the location was spot on and we had easy access to the water great shopping and restaurants
this is a lovely house in a great location
Read more reviews

8. La Hacienda (from USD 418)

The Southwestern decor makes this four-bedroom getaway a vacation home for the books. No matter how well-equipped and charming the interiors are, you’ll be tempted to stay in the fenced backyard. There’s an outdoor kitchen, a grill, a hot tub, and a heated saltwater pool to occupy your time.

Bring the kids with you and let them enjoy the books and beach toys. Aside from reliable home appliances, the host provides baby equipment and beach essentials. Two of Sarasota’s fine beaches are only 5 to 6 mi (8.05 to 9.66 km) away from this modern hacienda.

🌵La Hacienda / HEATED POOL, hot tub, 6mi to beach
Sarasota, Florida, United States
52 reviews Superhost  Wifi Available
Entire home 5 Beds 12 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
the kitchen was well stocked there were beach towels chairs and an umbrella which was nice
Cleanliness:
very practical and clean property
very homey and clean with tons of space
very spacious confortable beautiful and very clean
the house was nice and clean and accessible to a lot of places nearby
it was clean and spacious and close to things in town
Host:
the decor is wonderful and joy is extremely responsive to any questions
susan was very responsive when we had questions and very kind
susan and randy were great hosts and the house had everything you needed to enjoy your stay
very comfortable peaceful and very accommodating
Location:
excellent place and very convenient location
the neighborhood is quiet and location is perfect to get to many different places
close to the beach and many other attractions
close to everything very clean
lots of parking and in a good location
Read more reviews

9. Family-friendly gem with large pool (from USD 566)

This property’s four bedrooms and several seating areas offer comfortable lodgings for a big family. You will be happy to find that kitchen and laundry appliances are up to standard. This is a remodeled beach house with smart TVs, a recreation room, and a hot tub. The listing is available for a minimum of seven nights’ booking.

You and your companions can enjoy playing basketball or relaxing in the heated pool? After the friendly competition, you can all head over to the white sandy shores. The beach is only eight minutes away from the property.

Family friendly with large pool
16 reviews Superhost  Wifi Available
Entire home 4 Beds 13 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 13

Top guest reviews
Amenities & Room:
the pool and hot tub are amazing
beautiful home with an amazing pool and hot tub
we also loved the multiple media rooms and the ample seating
Cleanliness:
house was spotless and amazingly clean
Location:
very close to siesta key village and all the other major attractions you would want to visit
great host and great location
Read more reviews

10. Island retreat on Siesta Key

This retreat is a country home on steroids. It’s a two-story vacation home with French doors, three well-appointed bedrooms, and a heated pool featuring accent lighting. The wraparound deck is a coveted perch for watching the sunset.

Have a taste of how it’s like to live on the most desirable barrier island on the Gulf of Mexico. Set aside time for a barbecue in the early evening, but don’t let the six beach cruiser bikes stand unused. These are available for rent if your destination is too far to walk. Book this excellent listing if you’re staying in Sarasota for at least seven nights.

Coastal Siesta Key Vacation Rental Home W/ Heated Pool and Beach Access
50 reviews  Wifi Available
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 0
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Check into luxury in Circus City

Sarasota was the first headquarters of Ringling Bros. and Barnum & Bailey Circus. Today, it is a place where your family can hang out in high-end accommodations. Spend your vacation in west-central Florida for a taste of luxury by the beach.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Deanna Kathrina reads, writes, sings, meditates, and drinks (black coffee) a lot. She hopes to study and travel more. In the meantime, she can always doodle, play guitar, walk in the forest, and...Read more

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