5 Bedroom Plus Vacation Rentals, Large Homes for the Family in Sarasota

Longboat Key Vacation Rental

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 to collaborate and make memories that will last a lifetime. This magnificent home is elegantly decorated and furnished with high-end furnishings to enjoy during your stay and a superior level of cleanliness. Our mission is to make you feel welcome .......

6 Bedrooms - Sleeps 10
Vacation Rental Home in Longboat Key

Longboat Key Vacation Rental 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 your own luxury retreat far away from the 'madding crowd' in idyllic Longboat Key. Longboat Key offers a relaxed, quiet , secluded atmosphere in an area of tasteful luxury.

The Island: Longboat Key is a barrier island off the coast of Sarasota .......

5 Bedrooms - Sleeps 10
Vacation Rental Home in Longboat Key

Longboat Key Vacation Rental 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 with a king bed and expansive closet space has a balcony which looks out onto beautiful Sarasota Bay. The oversized master bath has double sinks and a shower. The second master suite with en-suite bathroom has three twin beds and additional trundle b.......

5 Bedrooms - Sleeps 10
Vacation Rental Home in Longboat Key

Longboat Key Vacation Rental

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 towards the pool and canal.

A formal dining area and sitting area are nestled in the entry. A fully equipped office with large flat-screen and printer offer a complete office space to work with barn doors that close to ensure privacy.
<.......

5 Bedrooms - Sleeps 10
Vacation Rental Home in Longboat Key

Longboat Key Vacation Rental

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.
5 bedroom family friendly home behind the gates of Longboat Key Club, with a private pool and steps to the ocean! Comes with private garage parking for 2 cars.

On the first floor you will fi.......

5 Bedrooms - Sleeps 16
Vacation Rental Home in Longboat Key

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 full bathrooms, with space enough for 14.

Please review our property photos and our available amenities to make sure this rental is a perfect fit for your needs. We strive to keep this information as up-to-date as possible so you can feel confide.......

6 Bedrooms - Sleeps 14
Cottage in Longboat Key

Sarasota Vacation Rental 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 where you can have private sunset Gulf viewings! With seven bedrooms and seven and a half bathrooms, this pet-friendly rental is the ultimate getaway for friends and family and is just a quick stroll to the Gulf of Mexico beaches and Siesta Key Village........

7 Bedrooms - Sleeps 14
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 family room and living room for when the family is not enjoying the caged pool and spa, or investingating St. Armand's Circle or Lido Beach. Professionally decorated, quality surrounds you whether it be the wonderful appliances, the new furniture o.......

5 Bedrooms - Sleeps 10
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 seamlessly throughout the home because of its many windows. Enjoy a sense of peace and tranquility throughout this uniquely charming and stylish house. The home is set in a quiet and tranquil gated community nested on a wildlife preserve on a golf course in.......

6 Bedrooms - Sleeps 21
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 & Restaurant and Phillipi Boat Marina.

Owner airport pick up available upon request, if 2 week notice is given.

Free WIFI.

The property consist of the main house and a detached house. The main house comfortably sleeps 8 and the det.......

5 Bedrooms - Sleeps 12
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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. Watch the mesmerizing Siesta Key sunsets from the rooftop deck or from one of the other two decks, and relax in the private pool and hot tub. The nearest access to the pristine Gulf of Mexico beaches and Siesta Key Village are just a quick walk away from.......

6 Bedrooms - Sleeps 16
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 located between the most awe-inspiring beautiful beaches - Siesta Key and Anna Maria. The nearset beach is within 8 minutes!
This home was just purchased and beautifully renovated with some cool updates! There are 4 smart Tv’s. All the furniture is.......

6 Bedrooms - Sleeps 8
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 levels include an outdoor patio that is cozy and inviting with a fire pit on the 1st and fireplace on the 2nd floors. This rental comes with a 6 person lithium powered, street legal golf cart, curtesy of The Toy Barn. It is available to use for $75 .......

5 Bedrooms - Sleeps 10
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.


This is the BEST HOME for a Lido Key vacation.......

6 Bedrooms - Sleeps 16
Vacation Rental Home in Sarasota

Sarasota Vacation Rental

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 amenities to provide the ultimate comfort and relaxation. The chef's kitchen is equipped with top-of-the-line stainless appliances, abundance of cabinets, ample counter space, and everything needed to prepare gourmet meals. Each bedroom offers a full on-s.......

5 Bedrooms - Sleeps 9
Vacation Rental Home in Sarasota

Sarasota Vacation Rental

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
Patio or balcony.......

5 Bedrooms - Sleeps 4
Vacation Rental Home in Sarasota

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.
Along with the main open living area, is the variety of sleeping quarters, scattered throughout the property, from the main house to the guest house. City of Sarasota Certificate #VR22-00127.......

5 Bedrooms - Sleeps 10
Villa in Sarasota

Sarasota Vacation Rental 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 Cottages. These Cottages are ideal for families and large groups. The Tropical Breeze Cottage is located in close proximity to downtown Sarasota and 2.9 miles from Siesta Key Beach.

You will discover within a 1 mile over 100 amazing resta.......

6 Bedrooms - Sleeps 16
Vacation Rental Home in Sarasota

Sarasota Vacation Rental

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 is OPEN!

The Beverly Siesta Key Compound (sleeps 28-30) is a spacious palm shaded property containing (see descriptions below):
Two x two bedroom, one bathroom end unit, plus queen sleeper sofa
Two x one bedroom, one bathroom units, plu.......

8 Bedrooms - Sleeps 30
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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
​​​​​​​• Fire Pit
• Covered Porch
• Huge Backyard w/ Lounge Chairs, Outdoor Dining, Lawn Games, TV
• Outdoor Weights
• 2,600 sq. ft + Tiny Home
• Grill

Welcome to your luxurious retreat on Bearded Oaks Lane, where every d.......

5 Bedrooms - Sleeps 12
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 Siesta Key Beach!! Bar's, Restaurants, Shopping, Sport Rentals……..EVERYTHING is within walking distance…..NO CAR NEEDED!!!

This new 3000 sq ft private residence is a wonderful waterfront beach home!!!. View of wrap-around lakefront, Steps .......

6 Bedrooms - Sleeps 12
Vacation Rental Home in Sarasota

Sarasota Vacation Rental

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, The Legacy Trail, 10-15 minutes to Siesta Key, Turtle and Nokomis beaches, a little bit longer to Lido Key Beach. Walking distance to CVS, Starbucks. Convenient to upscale shopping and Sarasota downtown culture, Saint Armand’s, SRQ airport, and the .......

5 Bedrooms - Sleeps 6
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 vacation will be packed full of wonderful experiences.

The outdoor space features a private heated pool and spa as well as a comfortable seating area. There is an outdoor kitchen to prepare your meals in true Florida fashion. In the morning or.......

6 Bedrooms - Sleeps 10
Vacation Rental Home in Sarasota

Sarasota Vacation Rental

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, St. Armands Circle, Lido key, theatres, and parks. Day passes can be purchased at nearby resorts for access to the amenities.

Little Coconut Suite: This one bedroom has just been fully renovated and has brand-new everything! It is one of the 3.......

7 Bedrooms - Sleeps 14
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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! .......

5 Bedrooms - Sleeps 10
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 culinary experiences and highly rated Michelin Restaurants, Arts and Museums, and boutique shopping - all mentioned in our custom travel guides!

The Space
No expense was spared when furnishing this property with custom pieces from Arhaus, Robb & .......

5 Bedrooms - Sleeps 12
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 closet! Off of the kitchen is a large lanai leading out to the heated pool, the house has two walls that open up completely to the lanai. The lanai is screened in for your comfort with chase lounges, dining area and sitting area that looks over a t.......

5 Bedrooms - Sleeps 10
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.

Are you looking for an amazing vacation home, wit.......

6 Bedrooms - Sleeps 16
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.

Resort Style Heated Pool and Spa with Waterslide,.......

6 Bedrooms - Sleeps 16
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 to embark on a family adventure like no other, as our 5-bedroom, 3-bath 2400-square feet professionally designed property offers an array of incredible amenities and an unbeatable location near the beach and Sarasota's most beloved attractions.

5 Bedrooms - Sleeps 16
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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-minute walk to Siesta Key Beach and four minutes to Siesta Key Village. This six-bedroom, eight-bathroom, new construction home can sleep up to twelve guests. The open living design gives guests sunny and airy space to sit back and relax, gather for.......

6 Bedrooms - Sleeps 14
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 room, and dining area, creating the perfect space for entertaining and spending quality time with loved ones. The open-concept design allows for easy interaction and a sense of togetherness.

The spacious kitchen is fully equipped with a regular .......

5 Bedrooms - Sleeps 14
Vacation Rental Home in Sarasota

Sarasota Vacation Rental

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.

Upon arrival at Palm Paradise, you'll be instantly captivated by the lush surroundings and tropical ambiance. Where trees sway gently in the breeze, and the sound of the serene nature and the tone for a tranquil and rejuvenating stay. This s.......

5 Bedrooms - Sleeps 10
Vacation Rental Home in Sarasota

Sarasota Vacation Rental

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. The yard and fireplace are shared with the Mesa across the driveway........

7 Bedrooms - Sleeps 14
Vacation Rental Home in Sarasota

Sarasota Vacation Rental

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 dishwashers, Quartz countertops. All 4 bathrooms offer double-basin sinks. Near downtown Sarasota, upscale dining, restaurants, & shopping!.......

5 Bedrooms - Sleeps 12
Vacation Rental Home in Sarasota

Sarasota Vacation Rental

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/ Sun Decks
- Ocean Views from the Home
- 2 Fireplaces
- A Game Room
- 2 Bars
- Kayaks + Bikes
- Jura x8 Espresso Machine
- Private Balconies off of Each Room w/ French Doors!

Experience this incredible home, where the a.......

5 Bedrooms - Sleeps 12
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 north end of the island, and are tucked deep in lush and ever-growing tropical palms, bird of paradise, and blooming vines providing complete privacy. Enjoy cooking in our full gourmet chefs kitchen which opens onto our very private, lined with tropical .......

5 Bedrooms - Sleeps 10
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 a minimum of 3 nights, tailored to local ordinances. If your desired travel dates aren't currently available, don't hesitate to reach out to our dedicated reservations team. We'll explore every avenue to accommodate your request, whether at your pref.......

5 Bedrooms - Sleeps 16
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 rejuvenation. Outside, the meticulously maintained garden, adorned with beautiful fruit trees, offers a picturesque backdrop for outdoor activities and moments of tranquility. Enjoy friendly matches on the tennis court or shoot some hoops on the bask.......

6 Bedrooms - Sleeps 12
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 ice-cream shops, a fudge factory, art galleries plus much more. Walk out to Lido Beach or enjoy a boat ride. City of Sarasota Certificate of Registration Number: VR22-00068.......

5 Bedrooms - Sleeps 9
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 furniture. You can cook up an afternoon dinner on the BBQ by the pool, or enjoy a morning cup of coffee in our private courtyard.

And let’s not forget to mention that our home’s perfectly located in close proximity to all of Sarasota’s hotspots.......

5 Bedrooms - Sleeps 14
Vacation Rental Home in Sarasota

Sarasota Vacation Rental

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 terrific choice for multi-family groups booking accommodation together, as each can enjoy their own separate space while staying close. Offering a total of six bedrooms, six full baths, and two half baths in two unique living areas, this home is a quick wal.......

6 Bedrooms - Sleeps 28
Vacation Rental Home in Sarasota

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 elegance and comfort in this completely remodeled designer home. The spacious living area beckons for family movie nights, while the delightful game room invites you to enjoy timeless family board games. With three generous bedrooms, a large screened lanai,.......

5 Bedrooms - Sleeps 10
Apartment in Sarasota

Sarasota Vacation Rental 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 (PGD) Punta Gorda airport.

This is a residential area so we ask that you restrict the noise. Please no loud noises or music before 9am and after 10pm .......

5 Bedrooms - Sleeps 13
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 relaxing vacation. Just a short walk to restaurants and shopping on famous St. Armand's circle, this home has it all! Whether you are poolside, strolling the Circle, or playing on nearby Lido beach, you won't be disappointed.
Sprawling at over 2,70.......

5 Bedrooms - Sleeps 10
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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, you'll have easy access to its powdery white sands and glistening turquoise waters. Spend your days indulging in beach activities, from sunbathing and swimming to building sandcastles and taking leisurely walks along the shore.

With eight sp.......

8 Bedrooms - Sleeps 24
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 equipped with not one but two full kitchens, allowing you to cook up a storm using top-of-the-line appliances. The spacious balconies offer additional seating areas, perfect for a morning cup of coffee or evening cocktail while taking in the breathtaking vi.......

8 Bedrooms - Sleeps 24
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 views of the crystal-clear waters.

The lush landscaping in the backyard provides a serene and tranquil environment, perfect for relaxation and unwinding. The property features two private heated pools, inviting you to take a refreshing swim or.......

8 Bedrooms - Sleeps 26
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 private heated pools, guests can unwind and relax in style. The second and third-story balconies offer breathtaking views of the pool area and lush landscaping, creating an idyllic setting for a morning coffee or evening cocktail.

The location i.......

8 Bedrooms - Sleeps 24
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 Solaster promises an unparalleled experience. With its prime location just a short drive from Siesta Key Village and Siesta Key Beach, a quick 3-minute walk to Crescent Beach and Point of Rocks, and a stroll from Crescent Village, this haven is perfectly si.......

6 Bedrooms - Sleeps 20
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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, Siesta Key Beach, and downtown Sarasota, and an array of impressive amenities, Luna Flores is the perfect destination for your next getaway.

Luna Flores offers a total of 6 bedrooms and 4 full baths, providing ample space for up to 16 guests. The.......

6 Bedrooms - Sleeps 16
Vacation Rental Home in Sarasota

Sarasota Vacation Rental

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 perfect get away. It’s the perfect place to relax and gather after exploring all Sarasota has to offer!.......

5 Bedrooms - Sleeps 12
Vacation Rental Home in Sarasota

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 Golf Course and access to the 20-mile Legacy Trail are both a mere four miles away, and two adult-size bicycles are at your disposal for your enjoyment during your stay.

During moments of relaxation, find solace on the airy screened lanai. Furni.......

5 Bedrooms - Sleeps 10
Apartment in Sarasota

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 spacious 4-bedroom, 2-bathroom home encompasses every beach vacation essential and boasts an unparalleled location. Perfect for families and small groups. Houzlet publishes listings on Vrbo; which in turn, allows tenants to instantly rent seasonal re.......

6 Bedrooms - Sleeps 12
Apartment in Sarasota

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 idyllic coastal escape. With TPC Prestancia Golf Course and the access point to the 20-mile Legacy Trail both within four miles, your options for leisure are abundant. Added bonus: adult-size bicycles are at your disposal for exploration.

Rela.......

5 Bedrooms - Sleeps 10
Apartment in Sarasota

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 delightful beachy backyard, fully fenced, is a true gem where you can bask in relaxation.

Indulge in the peaceful charm of this vacation home, ideally situated near Siesta Key. This stylish retreat offers an ideal setting for family fun, just moments.......

6 Bedrooms - Sleeps 12
Apartment in Sarasota

Sarasota Vacation Rental 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 Queen Sleeper Sofas, Twin Rollaway in Closet
• Part of our Professional Linen Program
• Free WiFi, and HDTV Included
• Parking: 2 Car Garage + 2-4 Car Driveway MAX; Do Not Block Sidewalk
• Elevator Available to All Floors EXCEPT Top.......

8 Bedrooms - Sleeps 25
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 Siesta Key Luxury Rental Properties
344 Canal Rd
Siesta Key

Welcome to Island House, the perfect island home to host your Siesta Key vacation with a private pool with a waterslide and a separate guest suite, just minutes from Siesta Bea.......

7 Bedrooms - Sleeps 19
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 to this beautifully decorated 6 bedroom 4.5 bath vacation home (which includes a 1 bedroom/1 bath attached apartment). A wonderful 2 story pool home with granite kitchen, formal dining area, wood flooring which sleeps (14). The floorplan boats an.......

6 Bedrooms - Sleeps 10
Vacation Rental Home in Sarasota

Sarasota Vacation Rental 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 located in the middle of the key, this provides for fighting the least amount of traffic - take a 3 minute golf cart ride to The Village or world famous Siesta Beach; drive/bike over the North bridge to key places like Southside Village, Selby Garden.......

5 Bedrooms - Sleeps 14
Vacation Rental Home in Sarasota