5 Bedroom Plus Vacation Rentals, Large Homes for the Family in Sarasota
Book Your Sarasota Florida Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your stay enjoyable.
We have partnered with a major provider for Vacation Rentals by Owner directly through Sarasota Vacation Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places To Rent in Sarasota Florida.
LUXURY VACATION HOME--6 BDRM w 8 BEDS--Steps Away to Private Beach--PET FRIENDLY
Longboat Key Private vacation home
Embrace yourself with pure luxury and privacy, surrounded by lush landscaping and steps from the gorgeous Gulf of Mexico waters! This vacation home is over 4,300 square feet and is perfect for families and executive retreats providing flexibility and privacy for all guests. 4 of the 6 bedrooms have an ensuite. This home provides multiple areas .......read more
6 Bedroom(s)
6 Bath(s) Sleeps 10
Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!
Longboat Key Private vacation home 
4.9 Star Review
This spacious 4.5 bedroom villa is situated directly on the beautiful white sand beaches of Longboat Key. Offering a large outdoor private heated swimming pool and glorious views of the Gulf of Mexico from almost every corner, fully-equipped gourmet kitchen, fireplace, BBQ, and much more - it is your glamorous private paradise at the ocean. Enjoy y.......read more
5 Bedroom(s)
5 Bath(s) Sleeps 10
Beautiful Waterfront Estate! Private gated property. Deeded beach access.
Longboat Key Private vacation home 5.0 Star Review
This spacious 5 bedrooms, 4.5 bath in the heart of Longboat Key is ready to accommodate you on your dream Florida vacation. Enjoy your stay in this beautiful Mediterranean style home in a private gated estate newly renovated in mint condition.
Upstairs, there are three bedrooms and bathrooms and a media room. The first master bedroom suite .......read more
5 Bedroom(s)
5 Bath(s) Sleeps 10
Luxury 5 bedroom on canal
Longboat Key Private vacation home
Welcome to Villa Sereno managed by Florida Vacation Connection.
BRING YOUR BOAT!
This incredible five bedroom private pool home offers luxury and comfort for the discerning traveller. From the moment you pull into the circular drive, you will recognize the quality of this home. Step in the 2-story vestibule with views looking out.......read more
5 Bedroom(s)
6 Bath(s) Sleeps 10
Recently updated 5 bedroom home, private pool and steps to the beach.
Longboat Key Private vacation home
Newly updated home!!!!! Updates include: pool re-finished and new components, interior and exterior of home painted completely, new lighting throughout home, all new carpet, and landscaping updated, brand new home furnishings. .......read more
5 Bedroom(s)
6 Bath(s) Sleeps 16
Luxe Gulf-front estate with 3 homes, saltwater pool & private beach access
Longboat Key Cottage
Happy Day Estate
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Welcome to the Happy Day Estate, managed by Vacasa. This property is located on Longboat Key, but your 24/7 support is always nearby.
This estate features 6 bedrooms and 5 ful.......read more
6 Bedroom(s)
6 Bath(s) Sleeps 14
Brand New in Siesta Key Village, Heated Pool/spa, walk to the beach!
Sarasota Private vacation home 4.5 Star Review
Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!
Talk To The Sand by Siesta Key Luxury Rental Properties
Home in Siesta Key, Florida
Your dream vacation awaits at Talk To The Sand, a spectacular home with a fabulous backyard, a hot tub, pool, a waterslide, and a rooftop deck whe.......read more
7 Bedroom(s)
8 Bath(s) Sleeps 14
Gorgeous newly remodeled pool home on St. Armand's Circle for 10
Sarasota Private vacation home 5.0 Star Review
Please see COVID and Standard Cancellation Policy below - it is different from VRBO policy options, as are payment options. Arrivals prior to 90 days are to be paid in full. Lovely remodeled and refurbished 5 bedroom 5.5 bath pool home on desireable St. Armand's Circle! This 3,000 sqf. home comfortably sleeps (10) in beds, and has T.V.'s in the.......read more
5 Bedroom(s)
6 Bath(s) Sleeps 10
Tranquility at the Preserve Sarasota
Sarasota Private vacation home 4.7 Star Review
Monthly rental $8000. Discount available for longer stays.
This stunning property will amaze you from the moment you walk in the door. This space offers 6 bedrooms (sleeps 16), 2 common areas (sleeps 4 on 2 rollaway beds and 1 double sleeper sofa bed) 4 full bathrooms, and a half bath. The abundance of natural Florida sunshine flows seamles.......read more
6 Bedroom(s)
4 Bath(s) Sleeps 21
2.5 miles to Siesta Key! Rated the #1 Beach in the US!
Sarasota Private vacation home 4.8 Star Review
Location, Location!! We are 5 mins to beautiful downtown Sarasota & St. Armand's Circle and only 2.5 miles to Siesta Key! Rated the #1 Beach in the US!
Our house has all the charm of a Florida cottage, NY loft and northern charm with wood floors & fireplace! 1 mile to Trader Joe's, Starbucks, Cine-bistro theater, Phillipi Oyster Bar & Rest.......read more
5 Bedroom(s)
2 Bath(s) Sleeps 12
New home with private pool! - Courtyard Castle
Sarasota Private vacation home 5.0 Star Review
Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!
Courtyard Castle By Siesta Key Luxury Rental Properties
House in Sarasota, FL 34242
Welcome to Courtyard Castle, a stunning vacation home with six bedrooms each with their own ensuite bathroom, and two additional half baths. Watc.......read more
6 Bedroom(s)
8 Bath(s) Sleeps 16
Centrally located between Siesta beach and Anna Maria beach ?
Sarasota Private vacation home 5.0 Star Review
Beautiful vacation home with fully enclosed heated pool!
It is located in a very quiet, clean, lovely landscaped subdivision minutes from restaurants, parks, golf courses, Starbucks, Publix, and Walmart.
Because of its spaciousness and design, this inviting home is perfect for 1-3 families.
What's really nice is that it's centrally loca.......read more
6 Bedroom(s)
3 Bath(s) Sleeps 8
AMAZING 3 level SIESTA KEY home on large water with dock, crows nest, spa/pool
Sarasota Private vacation home 4.9 Star Review
This waterfront palace sits on sailboat water on a peninsula of pure luxury, where you can enjoy sunsets from your own private pool area or a terrace on one of three levels. With 6,300 sq ft of space to entertain, you can enjoy privacy even with large families. Have a cookout at the outdoor grill while enjoying the pool and hot tub. Each of the 3 l.......read more
5 Bedroom(s)
7 Bath(s) Sleeps 10
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w/ Slide
Sarasota Private vacation home 5.0 Star Review
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience!
Unlike most vacation rental companies, Vunique Vacations offers any day arrivals for most of the year and stays starting at 3+ nights depending on local ordinances. If the travel dates you are looking for don’t .......read more
6 Bedroom(s)
7 Bath(s) Sleeps 16
Miami Vice style home, on Siesta Key beach Inter-coastal. Beautiful water views
Sarasota Private vacation home
Three Story, 5 BR, 5 1/2 BA Inter-coastal water front home. Stunning 3 level 5 bedroom Siesta Key Coastal Home with an abundance of amenities and comforts for an unforgettable vacation. Perfect for gathering large groups of family and friends. The property is the epitome of luxury real estate and was designed with high-end finishes and modern ameni.......read more
5 Bedroom(s)
6 Bath(s) Sleeps 9
Spacious Home in a Private Gated Community
Sarasota Private vacation home
Newly built 5 bedroom home. Washer dryers and 3 beds. 1 office desk. 70 inch 4k Samsung with 7 seater couch. Photos are from builder originally so the furniture looks different.
Kitchen
Wifi
Dedicated workspace
Free parking on premises
HDTV with Fire TV
Washer
Free dryer – In unit
Air conditioning
Bathtub
Pat.......read more
5 Bedroom(s)
3 Bath(s) Sleeps 4
Waterfront Siesta Key Villa with Breathtaking Pool
Sarasota Villa 5.0 Star Review
Casa Flamingo is like staying at your own private resort! This extraordinary residence is situated on nearly an acre of waterfront tropical paradise, on the coveted north end of Siesta Key. It is less than 100 yards from the azure waters of Sarasota Bay & the Gulf of Mexico. The unbelievable indoor/outdoor pool floor is the heart of this estate.
5 Bedroom(s)
6 Bath(s) Sleeps 10
3 Cottages 1 Fantastic Price, Sleeps 16, Terrific Location, Heated Salt Pool
Sarasota Private vacation home 5.0 Star Review
The Tropical Breeze Cottages are 3 individual homes for 1 great price they include The Flamingo Cottage ( VRBO#4802988) , The Coastal Cottage ( VRBO#4609156) and The Sea Shell Cottage (VRBO#7817783) with a Private Heated Salt Pool with sun shelf and coastal décor throughout each Cottage, you'll be living "The Florida Life" at The Tropical Breeze .......read more
6 Bedroom(s)
5 Bath(s) Sleeps 16
Welcome Large Groups! 8 bedrooms, Steps to the Sand, Sunsets, Pet Friendly
Sarasota Private vacation home
No weekly minimums!
Large groups welcome!
Make your fuss-free summer beach memories here! Book now! So close the beach!
The Beverly is beach-adjacent, ideal for large groups, and close to both Siesta Key Village, SK Beach, Crescent Beach. We cater to the relaxed, casual, beach holiday traveler. No car needed!
Winter 2024.......read more
8 Bedroom(s)
5 Bath(s) Sleeps 30
Bearded Oaks | Backyard Oasis w/ Heated Pool + HOT TUB!
Sarasota Private vacation home 4.0 Star Review
BNB Breeze Presents: Bearded Oaks!
This captivating vacation home (and included tiny home) is located in the heart of Sarasota, just 20 minutes away from the #1 beach in the US (Siesta Key Beach)! Your stay has everything that you need for your next dream vacation, including:
• Private Heated Pool
• Hot Tub
​​​​​​â€.......read more
5 Bedroom(s)
4 Bath(s) Sleeps 12
Holiday house Sarasota for 1 - 12 persons with 6 bedrooms - Holiday home
Sarasota Private vacation home 1.0 Star Review
ED Refnr. 2923891
LOCATED ON AN BEAUTIFUL ISLAND GETAWAY CALLED SIESTA KEY ( VOTED # 1 BEACH WORLDWIDE by TRIPADVISOR) ....... JUST OFF THE COAST OF SARASOTA FLORIDA USAThis 6 BED , 3 BATH Home is a Gorgeous Gated Residence ! Just steps from World Famous Siesta Key Beach . Perfect location between SIESTA KEY Village and a main entrance to Si.......read more
6 Bedroom(s)
3 Bath(s) Sleeps 12
Beautiful 5BR Pool House in a Gated Waterfront Community minutes to beach
Sarasota Private vacation home
Vacation in Paradise in this large, luxury and private home! Located on a cul de sac in a small gated community, so very private. Enjoy a pleasant walk to the water and watch a sunset or practice your fishing skills right from the community dock. Perfectly located! Just minutes to local shopping and dining, Planet Fitness, Historic Spanish Point, T.......read more
5 Bedroom(s)
4 Bath(s) Sleeps 6
The Seagrape Villa - Luxury Accommodation in Paradise
Sarasota Private vacation home 5.0 Star Review
Siesta Key Home Minutes to the Beach!
The Seagrape Villa provides a luxurious 10 person retreat with an abundance of amenities to turn your family's moments into memories! Built in 2017, this modern design spared no expense in detail. With a short 2 mile drive to the world renowned Siesta Beach and Siesta Village, we are confident that your .......read more
6 Bedroom(s)
4 Bath(s) Sleeps 10
3 Suites Near DT/Lido perfect for Wedding parties, Family Reunion, Retreats
Sarasota Private vacation home
The Coconut Places is unique and perfect for large families, corporate groups, wedding parties, bachelor/bachelorette parties and more. The 3 units share a courtyard where everyone can gather for meals, BBQs, putt some golf balls, or sit around the firepit while listening to music. Ideally located close to downtown Sarasota, the Ringling Bridge, .......read more
7 Bedroom(s)
4 Bath(s) Sleeps 14
Urban Oasis- Downtown SRQ Luxury Pool Home!
Sarasota Private vacation home 5.0 Star Review
This beautiful home on a quiet, brick-lined street has all of the amenities, beauty and comfort that you are looking for in a vacation home! From the private, luxurious pool, to the large living area and updated, well stocked kitchen, you will be in awe of this gorgeous vacation home! .......read more
5 Bedroom(s)
4 Bath(s) Sleeps 10
3,000 sqft private POOL home minutes from beaches!
Sarasota Private vacation home 5.0 Star Review
Bring the whole family to this spacious 3,000 sqft. Oasis where you will be minutes from the world famous, number ONE beach - Siesta Key! Enjoy your very own private HEATED swimming pool, firepit, and tropical outdoor living space. This centrally located gem has something for everyone to enjoy. Nearby downtown Sarasota is known for its fine culinar.......read more
5 Bedroom(s)
5 Bath(s) Sleeps 12
Beautiful 4+ Bedroom Home In Sunny Sarasota FL, Peaceful Views, Golf and More
Sarasota Private vacation home 5.0 Star Review
Remarkable 4+ bedroom 3 bath home in Sunny Sarasota FL! Tranquil views, gated community with 18 hole Serenoa golf course and club house! The beautiful entry doors open to a large foyer and an open floor plan. Formal dining for 8 and a formal living room is right off the foyer, then move into the gorgeous fully equipped chef's kitchen with pantry .......read more
5 Bedroom(s)
3 Bath(s) Sleeps 10
Walk to St. Armands Circle/Beach, Gulf Views & Resort Style Pool w/Slide
Sarasota Private vacation home 4.8 Star Review
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience!
Unlike most vacation rental companies, Vunique Vacations offers any day arrivals for most of the year and stays starting at 3+ nights depending on local ordinances. If the travel dates you are looking for don’t .......read more
6 Bedroom(s)
6 Bath(s) Sleeps 16
Vacation Home w/ Ocean View, Resort Style Pool W/Slide Sleeps 16
Sarasota Private vacation home 4.9 Star Review
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience!
Unlike most vacation rental companies, Vunique Vacations offers any day arrivals for most of the year and stays starting at 3+ nights depending on local ordinances. If the travel dates you are looking for don’t .......read more
6 Bedroom(s)
7 Bath(s) Sleeps 16
Resort-style home with pickleball court, mini-golf, playground & large htd pool
Sarasota Private vacation home 5.0 Star Review
Don't miss the opportunity to create cherished family memories in our unique vacation rental. Book your stay now and experience the perfect blend of luxury, entertainment, and convenience in beautiful Sarasota, FL!
Welcome to our enchanting vacation rental in the heart of sunny Sarasota, FL close to Siesta Key and Ana Maria Island.! Prepare .......read more
5 Bedroom(s)
3 Bath(s) Sleeps 16
New Luxury Home with Private Pool and Waterslide: 1 Minute Walk to the Beach!
Sarasota Private vacation home 5.0 Star Review
Welcome to Shell-Abrate Good Times!
Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!
Shell-Abrate Good Times by Siesta Key Luxury Rental Properties
85 Avenida Messina
Sarasota FL 34232
Welcome to Shell-Abrate Good Times, a brand-new luxury home just a one.......read more
6 Bedroom(s)
8 Bath(s) Sleeps 14
Sandpiper Cottage | Pet Friendly Home in Sarasota w/ Private Pool, 2 Story Loft, Close to Siesta Key
Sarasota Private vacation home 4.9 Star Review
Welcome to Sandpiper Cottage, a vibrant and colorful oasis that promises an unforgettable stay on Siesta Key. This delightful home features an array of amenities both inside and outside, ensuring a truly enjoyable vacation experience.
Step inside Sandpiper Cottage you'll see that the home offers a seamless flow between the kitchen, living ro.......read more
5 Bedroom(s)
5 Bath(s) Sleeps 14
Palm Paradise | Pet Friendly Home on Siesta Key w/ Large Heated Private Pool & Outdoor Area!
Sarasota Private vacation home
Welcome to Palm Paradise, your ultimate vacation rental nestled in the picturesque Northern part of Siesta Key Island, Sarasota, Florida. Located just a stone's throw away from the world-famous Siesta Key Beach, this rental offers a dreamy escape with premiere amenities and a serene location, making it an ideal destination for your perfect vacation.......read more
5 Bedroom(s)
3 Bath(s) Sleeps 10
Spacious 2 Story Home Less than 10 minutes to Lido Key
Sarasota Private vacation home
Welcome to MYRTLE. The 2 story spacious home is close to everything you need, beaches, restaurants, shopping, museums, and more. The home is located on a large property with plenty of space to host families/friends, BBQs, and many more outdoor activities. The home has 7 beds and 7 baths. 2 large living rooms, with 2 kitchens and 2 dining areas. Th.......read more
7 Bedroom(s)
7 Bath(s) Sleeps 14
Sarasota2 Vacation Paradise!
Sarasota Private vacation home
Experience luxury living in the highly desirable $1.7M Sarasota home Only 6 miles to #1 SIESTA KEY BEACH! Enjoy this spacious home w/ 5-Bdrms, 4 Bathrooms, 2600 Sq.Ft, 2 owner's suites. PRIVATE HEATED POOL! Located in quiet CUL-DE-SAC w/ no through traffic. Open floorplan, open kitchen, large center island, brand new Bosch appliances, 2 sinks, 2 di.......read more
5 Bedroom(s)
4 Bath(s) Sleeps 12
Sapphire Shores | Luxury Pool, 2 Fireplaces, Game Room + 2 Bars!
Sarasota Private vacation home
BNB Breeze Presents: Sapphire Shores!
Welcome to this breathtaking 3-story sanctuary, nestled in the heart of Sarasota, Florida! Just 15 minutes away from the beaches and downtown, this luxurious property offers a true haven of opulence and relaxation! This destination has an extensive amenity list, including:
- Private 40' Lap Pool w/ .......read more
5 Bedroom(s)
7 Bath(s) Sleeps 12
Stunning Siesta Key,, .close to Shell Beach HEATED POOL low Fees
Sarasota Private vacation home 4.9 Star Review
Come and enjoy our large Beautifully furnished 3 story home, with 4 master bedrooms, with adjoining full bathrooms, all furnished with king beds and large flat screen TVs. Our 5th bedroom is a queen sized sofa bed.
Our home provides plenty of open area to enjoy a perfect fun filled vacation with family and friends. We are located on the nort.......read more
5 Bedroom(s)
5 Bath(s) Sleeps 10
The Pirate House: #1 Location for Beach Vacation Rentals on Lido Key.
Sarasota Private vacation home 5.0 Star Review
AJ Vacations - Elevating Your Vacation Experience! (New coming October)
At AJ Vacations, we redefine luxury vacation homes for the discerning traveler, offering an unparalleled and unforgettable getaway.
Unlike many vacation rental companies, we provide the flexibility of any-day arrivals for most of the year, with stays starting at .......read more
5 Bedroom(s)
5 Bath(s) Sleeps 16
Relax and Play: Private Pool, Hot Tub, Tennis, Basketball on 1 acre in Sarasota.
Sarasota Private vacation home 5.0 Star Review
Welcome to this exquisite six-bedroom, four-bathroom house nestled on an acre of land in the heart of Sarasota. Step inside and be captivated by the luxurious features, including granite countertops and top-of-the-line Subzero and Wolfe appliances in the fully equipped kitchen. The private pool and Jacuzzi provide a serene oasis for relaxation and .......read more
6 Bedroom(s)
5 Bath(s) Sleeps 12
4 BR/3 BA Lido Canal Home by FVC
Sarasota Private vacation home 5.0 Star Review
Offered by FL Vacation Connection, Kon-Tiki is a 4 brm + den private pool home with dock. Contemporary coastal décor with an outdoor living room. Enjoy the sunset beyond the canal. A large kitchen and private pool home offers plenty of space for the family. Walk to St. Armand’s to enjoy coffee and tea shops, cafes and restaurants, gelato and i.......read more
5 Bedroom(s)
3 Bath(s) Sleeps 9
BRAND NEW Luxurious Oasis with Private Pool!
Sarasota Private vacation home 3.0 Star Review
Welcome to Picasa! STAYAWHILE’s newest vacation home can’t wait to host you. When you stay with us, you’ll be embarking on a journey of luxury, serenity and relaxation.
We've spared absolutely nothing when preparing our home for our guests, from the most modern and state-of-art appliances, to the most comfortable and luxurious furnitu.......read more
5 Bedroom(s)
4 Bath(s) Sleeps 14
Village Time by Siesta Key Village
Sarasota Private vacation home
Highlights
• Less than a 5-minute walk to the beach
• Two pools and hot tubs
• Pet friendly
• Balconies
• Less than a 5-minute walk to restaurants and shops on Siesta Key Village
Village Time by Siesta Key Luxury Rental Properties
355 Calle Miramar
Sarasota, FL 34242
Welcome to Village Time, a terrifi.......read more
6 Bedroom(s)
8 Bath(s) Sleeps 28
3 Bedroom (631757) by Houzlet
Sarasota Apartment
Your Ultimate Sarasota Getaway Awaits Experience the best of Sarasota in this stunning 5-bedroom haven, situated just minutes from the acclaimed Siesta Key beach and the vibrant downtown Sarasota. This newly remodeled single family bungalow is not just a home; it's your gateway to paradise.
Unveil Modern Elegance Step into a realm of eleganc.......read more
5 Bedroom(s)
2 Bath(s) Sleeps 10
Entire private house
Sarasota Private vacation home 4.9 Star Review
Enjoy Full master suite with Jacuzzi tub w/private access to pool with built in hot tub.There are 4 more bedrooms through out the home. 3.5 baths. Walking distance to shops, bars, and restaurants. Beautiful siesta key beaches 3.5 miles away.
5.3 miles from the (SRQ) Sarasota airport, 57 miles from TPA Tampa Airport and
53 Miles from the.......read more
5 Bedroom(s)
5 Bath(s) Sleeps 13
Beach Therapy! Sophisticated updated modern pool home near Lido Key on St. Armands sleeps (11).
Sarasota Private vacation home 4.9 Star Review
Please see COVID / STANDARD CANCELLATION POLICY BELOW - it is different from VRBO policy options as are payment options. Arrivals prior to 90 days are to be paid in full. Newly available for the summer months in the Beach Therapy house. Sophisticated and modern updated St. Armand's pool home attends to every detail to achieve a wonderfully relax.......read more
5 Bedroom(s)
3 Bath(s) Sleeps 10
The Big Kahuna | Luxury Pet Friendly Home on Siesta Key, 2 Heated Pools, Steps to Beach & Village!
Sarasota Private vacation home 5.0 Star Review
Welcome to The Big Kahuna, a stunning vacation home that promises to exceed all your expectations. Nestled in the heart of Siesta Key Village, this extraordinary retreat offers an abundance of luxurious amenities and unparalleled convenience for an unforgettable getaway.
Located just a two-minute walk from the world-renowned Siesta Key Beach.......read more
8 Bedroom(s)
6 Bath(s) Sleeps 24
The Nautilus | Luxury Pet Friendly Home on Siesta Key, 2 Heated Pools, 2 Elevators, Steps to Beach!
Sarasota Private vacation home 5.0 Star Review
Welcome to the Nautilus, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach house offers an unparalleled experience for large groups seeking both privacy and space. With 8 bedrooms and 6 full baths, it is the perfect choice for family reunions, group getaways, or special celebrations.
The Nautilus is equippe.......read more
8 Bedroom(s)
6 Bath(s) Sleeps 24
The Conch | Luxury Pet Friendly Home on Siesta Key, 2 Heated Pools, 2 Elevators, Steps to Beach!
Sarasota Private vacation home 5.0 Star Review
Welcome to The Conch, a hidden gem located on the Southern end of Siesta Key. As you enter the property, the open layout kitchen and living room welcomes you with its coastal decor and abundance of natural light streaming in from the windows next to the kitchen. The balcony located adjacent to the kitchen overlooks the pool area, offering stunning .......read more
8 Bedroom(s)
6 Bath(s) Sleeps 26
The Abalone | Luxury Pet Friendly Home on Siesta Key, 2 Heated Pools, 2 Elevators, Steps to Beach!
Sarasota Private vacation home 5.0 Star Review
Welcome to The Abalone, a gorgeous vacation home located on the Southern end of Siesta Key. This spacious and airy property is adorned with coastal decor and offers a plentiful amount of natural light, creating a relaxed and welcoming atmosphere.
The Abalone is the perfect vacation rental for those seeking luxury and convenience. With two pr.......read more
8 Bedroom(s)
6 Bath(s) Sleeps 24
The Solaster | Pet Friendly Home on Siesta Key w/ 2 Heated Pools, Walk to Beach & South Village!
Sarasota Private vacation home 4.9 Star Review
Escape to The Solaster, a magnificent retreat that offers nothing but luxury and relaxation. This coastal villa can be rented as a whole or separately as Casita Morning Star and Casita Sun Star, providing you with the flexibility to choose the perfect accommodation for your vacation. Featuring not just one, but two private heated pools, The Solaste.......read more
6 Bedroom(s)
6 Bath(s) Sleeps 20
Luna Flores | Pet Friendly Home in Sarasota w/ 2 Private Heated Pools & Screened-In Porches
Sarasota Private vacation home 4.8 Star Review
Welcome to Luna Flores, a magnificent retreat that combines the best of two homes, Luna Nueva and Villa Las Flores. Whether you choose to rent them together or separately, this exceptional property promises an extraordinary vacation experience. With two private heated pools, a convenient location just a short drive away from Siesta Key Village, Sie.......read more
6 Bedroom(s)
4 Bath(s) Sleeps 16
Gorgeous 4/2 mid-century pool home in great location with guesthouse
Sarasota Private vacation home
Our home is the perfect spot for families or parties looking for a laid back holiday in a perfect location! Near Phillippi Estate Park, Siesta Key, Detweiler, Gulf Gate, restaurants and fabulous shopping. (Crescent beach access is 2.5 miles and Siesta beach is 4.5 miles) The natural light, stunning architecture and ideal outdoor space make for the.......read more
5 Bedroom(s)
3 Bath(s) Sleeps 12
3 Bedroom (657177) by Houzlet
Sarasota Apartment
Experience a delightful Gulf Gate retreat, perfect for families seeking comfort and convenience. Situated just a short walk from the vibrant local scene of shops and dining options in Gulf Gate, and less than two miles from the stunning South Siesta beaches, this single-level home is fully equipped for a worry-free coastal escape. TPC Prestancia Go.......read more
5 Bedroom(s)
1 Bath(s) Sleeps 10
4 Bedroom (657134) by Houzlet
Sarasota Apartment
Unbeatable Location by South Siesta Bridge! Walk to Beach, Dining, Shopping, and More. Strong WiFi, Flat Screen TVs, Washer/Dryer, Open Floor Plan with Fully-Equipped Kitchen, Dining Spaces, Garage, and Hot Tub for Relaxation. Enjoy Cozy Privacy in a Quiet, Safe Area with Easy Access to Publix and Gulf Gate Shops. Convenience is Yours!
This .......read more
6 Bedroom(s)
2 Bath(s) Sleeps 12
3 Bedroom (654386) by Houzlet
Sarasota Apartment
Embrace a family-friendly haven that effortlessly connects you to both the beach and local entertainment at this stunning Gulf Gate retreat. Situated within a short walk of the vibrant local shops and dining venues of Gulf Gate, and less than two miles from the pristine South Siesta beaches, this single-level abode offers all the essentials for an .......read more
5 Bedroom(s)
2 Bath(s) Sleeps 10
3 Bedroom (654337) by Houzlet
Sarasota Apartment
Experience a blissful and tranquil vacation at this inviting home located adjacent to Siesta Key. Gather your loved ones and enjoy quality time in this stylish abode, mere minutes away from the pristine beaches. With an excellent location close to downtown, beaches, stores, and restaurants, this home offers both convenience and comfort. The delight.......read more
6 Bedroom(s)
1 Bath(s) Sleeps 12
Walk to Beach/Village, Gulf Views on 3 Levels, Private Heated Pool/Spa
Sarasota Private vacation home 4.8 Star Review
Sunset Gulf by Siesta Key Luxury Rental Properties
Home in Siesta Key, FL
At A Glance
• New Luxury Home w/ Gulf Views - 5661 Square Feet of Living Space
• Spectacular Gulf Views from Multiple Levels
• 8 Bedrooms, 5.5 Baths with 4 Master Bedrooms - Multiple Soaking Tubs
• 6 King Beds, Multiple Twin Beds and Bunks, 2 Qu.......read more
8 Bedroom(s)
6 Bath(s) Sleeps 25
Perfect Location. Private Heated Pool/Spa w/ Waterslide
Sarasota Private vacation home 4.5 Star Review
At A Glance
• 6-minute walk from the beach
• Private pool, hot tub, and waterslide
• Dog-friendly with host approval plus pet fee
• Professional Linen Program
• Separate Private Suite
Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!
Island House by Si.......read more
7 Bedroom(s)
6 Bath(s) Sleeps 19
Lovely updated Pool Home on famous St. Armand's Circle, Sarasota, Florida
Sarasota Private vacation home 4.8 Star Review
PLEASE SEE CANCELLATION POLICIES BELOW - it is different from VRBO policy options as are payment options. Arrivals prior to 90 days are to be paid in full. The minimum lease period (7) Nights due to City Code restrictions. We are not able to make an exception.
St. Armand's Circle, the famous vacation destination in Florida, is home.......read more
6 Bedroom(s)
5 Bath(s) Sleeps 10
Large Siesta Key Home On Water With Pool/Spa
Sarasota Private vacation home 4.9 Star Review
This waterfront retreat sits on canal water on a lot of pure luxury; where you can enjoy sunsets from your own private pool area or a terrace on the second floor with a fire pit. With 4,500 sq ft of space to entertain, you can enjoy privacy even with large families. Have a cookout at the outdoor grill while enjoying the pool and hot tub. Centrally .......read more
5 Bedroom(s)
5 Bath(s) Sleeps 14