Private Home Vacation Rentals in Sarasota, FL

Come and enjoy a stress free vacation at this island paradise three bedroom two bath private home with heated pool. The property has recently been renovated and finished with all new furniture throughout. Pulling up to this private home via the circular drive you will be greeted by its Key West style exterior surrounded by lush tropical landscaping. Enter the home through french doors and notice the volume ceilings and open spaces. To the right you enter the spacious family room furnished with a large comfortable sofa and 55" flatscreen smart TV. This great room is also furnished with a queen-.......

5.0 Star Review

Come enjoy the relaxed vibe of Siesta Key! The beautiful white sand beaches that make Siesta Key the #1 beach in the US are not even a five-minute stroll away. Siesta Key Village and the famous 3 miles of the softest 99.. This two story, 4 bedroom 3 1/2 bathroom home features a huge heated pool with spa and an incredible outdoor living space for relaxing to the soothing sounds of the pools water features or livening things up and entertaining your family and guests. The property is private and secluded from neighbors and surroundings by a wall. As you enter through the front door on the main l.......

4.9 Star Review

4 Bedrooms - 3 Baths - Sleeps 8
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Villa Youppie *This home has a minimum of 90 days You will love our beautifully maintained and clean Villa Youppie in Sarasota. It is located at the corner of a lake which provides lots of privacy and thanks to a southern exposure you have sun in the pool and on the patio all day long. New travertine tiles on the patio, granite counter tops in the kitchen, nice wood floor and wood ceiling in the dining room. Access to pool from Master Bedroom. The entire house is equipped with wireless high-speed internet, there are 3 flat screen TVs a DVD player, a stereo system and much more. The kitchen and.......

4.8 Star Review

Downtown Sarasota Private Vacation Home - Minutes to Lido Key Beach, St. Armands Circle, and all that Downtown Sarasota, FL has to offer! Our 3-bedroom, 3 Bathroom private vacation home offers a fantastic property perfect for your relaxing South Florida Gulf Coast Vacation. - 3 Bedrooms / 3 Bathrooms - 5 miles to popular Gulf Coast Beaches - Fully Equipped Kitchen - Dining for 4 at the dining table - Spacious Patio and Backyard with outdoor seating area - Parking for three cars in the driveway - Beach Equipment for guest use (Beach Towels, 4 Chairs, and a Cooler) - Baby and Child Items Availab.......

5.0 Star Review

3 Bedrooms - 3 Baths - Sleeps 6
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Experience luxury in this stunning 6BR coastal retreat. - Private pool and spa with deeded beach access - Gourmet kitchen with granite countertops and stainless steel appliances - Spacious game/workout room and movie theater - Smart home features including intercom and alarm system - Lush tropical landscaping with outdoor gathering spaces - Exceptional Siesta Key Oasis with 6 Bedrooms, Deeded Beach Access, and Luxury Amenities! - Just 800 feet from Bayfront Marina Discover the epitome of Siesta Key luxury in this stunning 6BR coastal retreat, complete with a private pool, spa, and deeded beach.......

5.0 Star Review

Presents: Bahama Breeze! This beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes away from both Lido Key Beach and Siesta Key Beach! With a backyard oasis, this cozy home is a haven to return to after a day at the #1 beach in the US, Siesta Key Beach! - Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Pet Friendly - Outdoor TV - Located Next to the Gorgeous Legacy Trail! - Grill - Adult Bikes - Outdoor Dining + Sitting Area - Private Backyard - Beach Supplies Wake up with your morning cup of coffee enjoyed from the beautiful screened-in porch ove.......

5.0 Star Review

3 Bedrooms - 2 Baths - Sleeps 8
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Presents: Hyde Park Villa! This charming and stylish 3-bedroom home is nestled in the heart of beautiful Sarasota, just 15 minutes away from BOTH Lido Key and Siesta Key Beach! This villa has every amenity and luxury that you need for your next dream vacation, including: • Private Heated Saltwater Pool • Indoor Fireplace • Stylish Design • Outdoor Oasis w/ Beautiful Fenced-In Backyard • Master Bath w/ Soaker Tub • Outdoor Dining Area + Propane Grill Welcome to our luxurious oasis with soaring high ceilings and exquisite stylish design! This stunning home is the ep.......

4.9 Star Review

Presents: Honey Glow Bungalow! This beautiful home in the heart of Sarasota is the ultimate destination for embracing the radiant Florida sun and nearby beaches with your loved ones! This beautifully designed home, located just 20 minutes away from both Siesta Key and Lido Beach, includes: - Backyard Guest House - 55" Smart TV - Patio w/ Fire Pit - Screened-In Porch - Board + Card Games - Highchair + Pack N Play - Private Backyard w/ BBQ Grill - Spike-Ball, Corn Hole + Kan Jam - High-Speed Wi-Fi (Perfect for Remote Work!) Step inside this charming retreat and embrace its inviting interior. A f.......

4.9 Star Review

Presents: Coastal Cottage! Vacation in a slice of paradise, just minutes away from the delightful Amish community of Pinecraft in picturesque Sarasota, Florida. This peaceful neighborhood invites you to savor leisurely strolls along its serene streets and days in the sun at nearby Siesta Key Beach (just 20 minutes away!). This incredible home includes: - Backyard Oasis w/ Fire Pit + Magical String Lights ​​​​​​​- Covered Back Porch w/ Egg Chairs! - Private Backyard - Outdoor Seating + Dining - Beautifully Designed Interior w/ High Vaulted Ceilings - Spacious .......

4.9 Star Review

Presents: Paradise Palms! Pristine home in the heart of a quiet neighborhood in Sarasota minutes from Downtown! Located just 18 minutes away from both 5 star beaches Siesta Key and Lido Beach, this incredible home includes: - Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st ​​​​​​​- Hot Tub - Cold Plunge - Lounge Chairs + Egg Chairs! - Phillips Espresso Machine + Syrups - YoutubeTV included - Foosball Table - Pet Friendly home ​​​​​​​- Spacious Fully-Equipped Kitchen - Private fenced in Backyard w/ Law.......

5.0 Star Review

Presents: Waldemere House Located in a beautiful neighborhood just steps away from Arlington Park, and just 15 minutes away from Siesta Key and Lido Beach, this gorgeous and spacious Sarasota home is your DREAM vacation destination! This home has something for everyone in your group, including: - Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Large Pool Deck fully fenced in - 2 Electric Bikes - Close access to tennis courts, an aquatic center, gym, playground, and more - Beach Supplies, Toys, and Towels Provided - Screened-In Porch - Yard Games: Corn Hole + Kan Jam -.......

4.9 Star Review

Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and the private putt-putt course, Living the Dream is fully loaded and is the ultimate luxury vacation home! Located just 15 minutes away from BOTH Lido Key and Siesta Key Beach, this incredible stay includes: - Backyard Putt-Putt Course - Private Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Expansive Covered Lanai featuring 12' High Ceilings, Magical String Lights, Cooling Fans, Plush Swivel Glider Recliners & Deep Seating Sofa - Jura Espresso Machine: we have .......

5.0 Star Review

Presents: Costa Del Ray! Nestled in the radiant heart of Sarasota, just 15 minutes away from both Lido Key Beach and Siesta Key Beach, we invite you to immerse yourself in the epitome of coastal luxury and rejuvenation. This dream destination includes : - Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Patio - Workout Room - Work Space w/ Lightning Fast Wi-Fi - Beach Supplies + Towels Provided - Stylish Design Indulge in this gorgeous beach oasis, with all of its luxurious amenities! Enjoy your morning cup of coffee from the comfort of the covered patio, then spend the .......

4.9 Star Review

Presents: The Airy Bungalow! Experience our newly-enhanced retreat, located in the heart of Sarasota, just 15 minutes away from the beach! This gem boasts a brand-new pool and a fabulous outdoor kitchen that's bound to elevate your stay! This incredible home includes: - Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st - Built in Hot Tub - Outdoor Kitchen ​​​​​​​- Outdoor Dining Set- Seats 8 - Ping Pong Table - Kids Toys - Grill As you step into the bungalow, you are greeted with a chic boho design and plenty of windows that flood the sp.......

4.8 Star Review

Presents: Moroccan Bungalow! Step into the enchanting world of the Moroccan Bungalow. This spacious coastal stay promises to leave you spellbound. Located just 15 minutes away from BOTH Siesta Key and Lido Beach, this incredible stay includes: • Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st • Screened-In Porch • Museum-Like Moroccan Themed Home • South Facing Pool (More SUN!) • Fully-Equipped Kitchen • Lightning Fast Wi-Fi for Remote Working Moroccan Bungalow is a breathtaking 3-bedroom, 2-bath haven that welcomes you to a realm of luxury.......

4.9 Star Review

Presents: Sandy Feet Retreat! Experience this entertaining and inviting home in the heart of Sarasota, Florida! Just 10 minutes away from the beaches and downtown, this home has something for everyone, including: • Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st • Putting Green • Ping Pong! • Beautifully Decorated Interior • INCREDIBLE Backyard w/ Nest Chairs, Grill, Outdoor Seating + Lounge Chairs! • Fully-Equipped Kitchen + More! Get ready to sip your morning cup of coffee from the incredible backyard oasis, or from the beautiful living r.......

4.9 Star Review

Presents: Sea Esta! Experience this stunning, newly-renovated home in the heart of Sarasota, located just 10 minutes away from Siesta Key Beach! From the gorgeous interior, to the INCREDIBLE outdoor oasis with a heated saltwater pool and putting green, this home has everything that you and your loved ones need for your next dream vacation, including: • Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st • Turf in Back Yard w/ a Putting Green • Bikes for free • Sun Deck in Pool w/ Lounge Chairs • Pool + Beach Supplies • Resort-Like Back Yard w/ .......

5.0 Star Review

3 Bedrooms - 2 Baths - Sleeps 6
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

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 - Fireplace - 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 attention to detail can be felt throughout the entire home!.......

4.9 Star Review

5 Bedrooms - 5 Baths - Sleeps 10
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Presents: Sea Pointe! Step into your newly furnished coastal haven in beautiful Sarasota, Florida. Nestled in the heart of a tropical paradise, just 15 minutes away from the beach, this exquisite property promises an enchanting getaway for those in search of ultimate relaxation and rejuvenation. Your extensive amenity list includes: - Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Indoor Hanging Swing - 55" Outdoor TV - Outdoor Lounge Furniture - Pet Friendly!!! - Patio + Grill Experience the Sunshine State from the comforts of this beautiful coastal home! When you fir.......

4.9 Star Review

3 Bedrooms - 2 Baths - Sleeps 8
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Presents: Sunshine Haven! This spacious property is ideal for your next family or friend's getaway to Sarasota, FL. Dive into the above-ground pool secured by a locked gate, relax under the pergola, and enjoy outdoor grilling and games. Your perfect blend of comfort and recreation awaits! • Above Ground Heated Pool - heated at NO extra cost from Nov 21 - April 1st • Shuffleboard Court! • Pergola • Fire Pit • Basketball Court • Grill • Putting Green • And so much more! Experience the ultimate getaway at our charming short-term rental property in Sarasota,.......

4.9 Star Review

Presents: Bay Bliss Bungalow! When renovating this home, we crafted every detail to blow our guests away! Step into your dream getaway in paradise. Located just 20 minutes away from Siesta Key Beach, this home has everything that you and your loved ones need for the vacation of your dreams, including: - Covered Porch w/ String Lights - 2 Electric Bikes - Cozy Outdoor Furniture Set - Spacious Living Room - 65" + 55" Smart TVs! - Fully-Equipped Kitchen + Laundry Room When you first enter the home, you are greeted with a beautiful open-floor plan, high vaulted ceilings and gorgeous decor! Our new.......

4.9 Star Review

Presents: Royal Palms Oasis! This incredible pet-friendly stay in Sunny Sarasota is your dream vacation in paradise! Located in the heart of Pinecraft, just 15 minutes away from Siesta Key Beach. The home is fully loaded with family friendly amenities: - Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Pickleball Court (not regulation size) - Putt Putt Course - Shuffleboard Court - Basketball Court - 2 Living Rooms! - Pet-Friendly w/ Private Backyard ​​​​​​​- Pool + Beach Supplies When you first enter the home, you are greeted with not .......

4.9 Star Review

3 Bedrooms - 2 Baths - Sleeps 8
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Presents: The Palmy Pickle Newly renovated space in Sarasota, FL with private pickleball court, fire pit, lanai, and more! Located in the heart of Pinecraft, just 15 minutes away from Siesta Key Beach, This dream stay has something for everyone including: - Pickle Ball Court (regulation size) - Fire Pit - Lanai ​​​​​​​- Infinity Game Table - Beach Supplies Experience the ultimate Florida escape at our delightful 3-bedroom, 2-bath rental! Challenge friends on the private, colorful pickleball court, relax around the cozy fire pit, or kick back on bean bags in t.......

5.0 Star Review

Steps to everything pet-friendly downtown Sarasota has to offer! Walk or bike to restaurants, shops, marina, Bayfront, Whole Foods, Coffee Shops, Opera or Symphony 7 minutes to Lido Key Beach and St. Armands Circle 6 minutes to Ed Smith Stadium Oriole's Baseball, Ringling College, Opera, Symphony 5 minutes to the 54 acre Bay Park & Marina Jacks 2 minutes to Main Street Restaurants, Shops, Spirits and Live Music 2 minutes to Starbucks and Coffee Houses 2 minutes to Publix and Whole Foods 15 minutes to Siesta Key Step across the street to the 10 acre Park with 2 Dog Parks, Playground, Tennis, Pi.......

4.9 Star Review

3 Bedrooms - 3 Baths - Sleeps 10
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Steps to everything pet-friendly downtown Sarasota has to offer! Walk or bike to restaurants, shops, marina, Bayfront, Whole Foods, Coffee Shops, Opera or Symphony 7 minutes to Lido Key Beach and St. Armands Circle 6 minutes to Ed Smith Stadium Oriole's Baseball, Ringling College, Opera, Symphony 5 minutes to the 54 acre Bay Park & Marina Jacks 2 minutes to Main Street Restaurants, Shops, Spirits and Live Music 2 minutes to Starbucks and Coffee Houses 2 minutes to Publix and Whole Foods 15 minutes to Siesta Key Step across the street to the 10 acre Park with 2 Dog Parks, Playground, Tennis, Pi.......

4.9 Star Review

3 Bedrooms - 3 Baths - Sleeps 8
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

. Welcome to Casa Tranquilo! Book this beautifully renovated 3-bedroom, 2-bath modern home in an upscale Sarasota neighborhood, just 11 minutes from Siesta Key Beach. Ideally located near Siesta Key Village, Trader Joe’s, bike rentals, and local favorites like Rico’s Pizza & Pasta, it’s the perfect spot for both relaxation and convenience. LOCATION HIGHLIGHTS: - Upscale Sarasota neighborhood - Just 11 minutes to Siesta Key Beach - 3.5 miles to Siesta Key Village for dining, shopping & nightlife - Close to Trader Joe’s, bike rentals, and casual dining like Rico’s Pizza .......

5.0 Star Review

3 Bedrooms - 2 Baths - Sleeps 8
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

. Welcome to your Lido Key Coastal Retreat! Discover the perfect blend of relaxation and convenience in the heart of Lido Key. This bright, elevated 2-bedroom duplex offers the ultimate Florida location: just a 6-minute stroll (0.3 mi) to the sand and sunsets of Lido Beach and a 7-minute walk (0.4 mi) to the world-class dining and shopping of St. Armand’s Circle. LOCATION HIGHLIGHTS - Beach & Pool: Steps from Lido Beach and the Lido Pool Pavilion, featuring a heated public lap pool and beachside concessions. - St. Armand’s Circle: Walk to over 130 boutiques, galleries, and award-winn.......

4.9 Star Review

. Charming Lido Beach Retreat – Walk to Beach & St. Armand’s Circle! Escape to this beautifully updated 2-bedroom, 2-bath duplex in the heart of Lido Key, just minutes from Lido Beach (0.3 miles) and St. Armand’s Circle (0.4 miles). This modern home combines comfort, style, and convenience for the perfect beach getaway. This modern duplex offers the perfect blend of comfort, location, and style. Important to note: the property is elevated, with a flight of stairs leading to the front door. LOCATION HIGHLIGHTS: - Heart of Lido Key, Sarasota, Florida - 0.3 miles (6-minute walk) to.......

4.8 Star Review

. Welcome to Starfish Contemporary Home! Fully renovated home on the south end of Sarasota with a private saltwater pool, perfect for family relaxation! Just 2.8 miles from Siesta Key’s Crescent Beach, enjoy sun-soaked days on the soft quartz sands or unwind by the pool. For adventure seekers, charter a deep-sea fishing trip, rent jet skis, or explore countless nearby activities. LOCATION HIGHLIGHTS: - South end of Sarasota near Siesta Key’s Crescent Beach - 2.8 miles to Crescent Beach soft quartz sands - Close to Gulf Gate neighborhood restaurants, cafes, and local favorites - Minut.......

4.9 Star Review

3 Bedrooms - 2 Baths - Sleeps 8
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

. Welcome to Private Home 2 Miles from Siesta Key! This newly renovated 2-bedroom, 2-bath private home in Sarasota is perfectly located just 2.2 miles from Crescent Beach (access #12) and close to local favorites like Captain Curt's Sniki Tiki and Jake’s Ice Cream. Enjoy modern comforts, a single-car garage, and ample driveway parking for extra vehicles or a trailer/RV. Perfect for a relaxing beach getaway with everything you need at your fingertips! LOCATION HIGHLIGHTS: - 2.2 miles to Crescent Beach, Access #12 - 3.7 miles to Siesta Key Beach & Pavilion - 2.2 miles to Captain Curt’s.......

5.0 Star Review

. Expansive Lido Key Retreat – Perfect for Large Groups, Steps to Beach & St. Armand’s! Welcome to your dream getaway on Lido Key! This unique rental combines both sides of a modern duplex, offering 4 bedrooms, 4 bathrooms, and accommodations for up to 12 guests. Whether you’re planning a family reunion, a getaway with friends, or a multi-family vacation, this property provides the perfect blend of space, style, and convenience. Important to note: the property is elevated, with a flight of stairs leading to the front door. LOCATION HIGHLIGHTS: - Just 0.3 miles to Lido Beach (6-m.......

4.5 Star Review

. Welcome to Wish Upon A Starfish, a spacious custom vacation home located on the south end of Sarasota, just 2.9 miles from Siesta Key’s Crescent Beach. Enjoy quick access to local favorites in Gulf Gate Shopping Center and the island’s best dining spots like Captain Curt’s Crab & Oyster Bar—all just minutes away. This home is designed for relaxation and entertaining, featuring a private enclosed heated pool, screened backyard cabana, and plenty of room for family and friends. HOME HIGHLIGHTS: -Enclosed private heated pool with outdoor shower (note: pool heat is extra) -Ma.......

4.3 Star Review

Spring comes alive at this creekside retreat, where gentle breezes and the songs of local birds fill your mornings. Spend your days paddling along the winding creek, explore nearby sandy beaches, or cast a line for fishing. Discover local culture at nearby museums & art galleries; return to unwind in the heated pool, enjoy friendly competition in the game room, or curl up for a cozy movie night in the spacious living room. Nature, adventure, and relaxation unite for the perfect spring getaway. Waterfront Family Retreat with Heated Pool Nestled between Anna Maria Island & Siesta Key Welcome to .......

4.9 Star Review

4 Bedrooms - 2 Baths - Sleeps 10
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Immerse Yourself in Luxury at this Waterfront Oasis: Picture yourself stepping into a spacious 5-bedroom haven (4,617 sq ft!) with a private entrance, offering unforgettable experiences for the whole family. This luxurious beach home boasts spectacular views from four private balconies, a rooftop deck with 360-degree panoramas, and a two-level pool and spa with a covered deck, bar, and outdoor TV - perfect for entertaining under the Florida sun. Unwind and rejuvenate in one of the two master bedrooms, each offering a private sanctuary. The home even features an elevator and an oversized garage.......

5.0 Star Review

5 Bedrooms - 4 Baths - Sleeps 10
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

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. Huge open living area. You will love the fenced backyard featuring multiple seating areas and a pool to relax in. Portable putting green and safe ax throwing. Lot's of space. It is steps away from the world famous St. Armand's circle featuring fabulous restaurants, coffee shops, beauty salon and a variety of other shopping. 6 minute walk to the beach, 5 min drive to Mote Aquarium, 7 min drive to beautiful Selby Gardens. There is always plent.......

5.0 Star Review

3 Bedrooms - 2 Baths - Sleeps 8
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

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 by the circle, Lido Beach, and downtown Main Street- the heart of the city. This residence is brimming with updates and remarkable touches to add texture and style. The soaring ceilings create abundant space, complemented by transom windows, a wall of sliders, crown molding, striking wood accents, and recessed lighting. The open plan seamlessly connects the great room to the dining .......

0.0 Star Review

4 Bedrooms - 3 Baths - Sleeps 8
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

NEW PROPERTY Welcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets coastal charm. Completed in March 2025, everything inside and outside this home is brand new! Nestled on a canal off the Intracoastal Waterway, this Lido Key 3-bedroom, 3-bathroom retreat offers a perfect blend of modern amenities and serene waterfront living. Whether you're here for relaxation or adventure, 440 Cleveland Drive has it all. --Outdoor Space Step into your private oasis featuring a heated pool and hot tub, perfect for unwinding after a day of exploring. The prop.......

5.0 Star Review

NEW PROPERTY Dreaming of sunshine, beautiful sandy beaches, and warm turquoise Gulf waters? Your airy and bright 3-bedroom, 2-bathroom Lido Beach paradise is ready to make that dream come true! Located at 180 Emerson Drive, Sarasota, FL, this charming home is available now for weekly rentals. Situated on a fully fenced corner lot, this one-level home offers easy access and is directly adjacent to North Lido Beach Park. With a short walk to North Lido Beach or the shopping and dining delights of St. Armand's Circle, this fully equipped home is perfect for your next getaway. * Outdoor Space Larg.......

5.0 Star Review

Step into the comfort of this stylish 3BR 2.5Bath gem nestled in a friendly neighborhood, perfect for escaping big-city crowds while just a few mins from Downtown Sarasota. Explore the city, its landmarks, attractions, and sun-soaked beaches. Our fantastic oasis will be waiting for you whenever you want to recharge. ✔ 3 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below! The charming two-floor Sarasota house is built to provide a comfortable getaway to all visitors looking.......

4.9 Star Review

New to the rental market! This stunning 4-bedroom, remodeled vacation rental is just one block from the soft sands of Siesta Key’s beaches. This luxurious coastal haven offers the perfect blend of modern elegance and laid-back beachside charm. New to the rental market! Whether you’re seeking a relaxing beach escape or an adventure-filled vacation, Sanctuary at the Point offers the perfect home base. Its prime location, luxurious amenities, and proximity to both the beach and South Siesta Key Village make it an exceptional choice for creating unforgettable memories. Book your stay tod.......

4.8 Star Review

This 3-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! • Private Pool • Outdoor Patio • Private Balcony • Board & Card Games • Fully Stocked Kitchen • Drip & Keurig Coffee Maker • Plush Beds • High Speed WIFI • Family Friendly - High Chair & Pack ’n Play • Washer & Dryer • Dog Friendly • Ample Parking Welcome to your Sarasota getaway! This beautifully appointed home offers the perfect blend of comfort, style, and convenience for families and groups alike. With 3 spacious bedr.......

4.6 Star Review

3 Bedrooms - 2 Baths - Sleeps 6
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This Siesta Key luxury vacation rental is ideal for any family or group despite age ranges, and it has.......

5.0 Star Review

5 Bedrooms - 5 Baths - Sleeps 14
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. There are so many outdoor living spaces to enjoy here! The resort style, saltwater heated pool and spa.......

5.0 Star Review

6 Bedrooms - 6 Baths - Sleeps 16
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. You're going to love this pool area! With an oversized resort style, saltwater heated pool and spa, su.......

5.0 Star Review

6 Bedrooms - 7 Baths - Sleeps 16
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This incredible 2-home estate combines the best of both luxury residences – Salty Oak and Siesta .......

0.0 Star Review

1 Bedrooms - 14 Baths - Sleeps 37
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This extraordinary dual-home coastal retreat combines two neighboring residences—Crescent Beach H.......

0.0 Star Review

1 Bedrooms - 11 Baths - Sleeps 28
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. Welcome to the Sabal Estate—an extraordinary dual-home property located just one block from Siest.......

0.0 Star Review

1 Bedrooms - 17 Baths - Sleeps 41
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. Welcome to your dream escape on Lido Key. This extraordinary dual-home estate combines two stunning re.......

0.0 Star Review

1 Bedrooms - 14 Baths - Sleeps 32
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. The outdoor living areas and entertainment spaces are incredible! Let's start with the multi-sport cou.......

5.0 Star Review

7 Bedrooms - 8 Baths - Sleeps 19
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This home was built with your vacation in mind! The pool area is a tropical paradise, with a resort st.......

5.0 Star Review

5 Bedrooms - 6 Baths - Sleeps 16
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This home was built with your vacation in mind, starting with the exterior entertainment spaces via th.......

5.0 Star Review

5 Bedrooms - 6 Baths - Sleeps 16
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. The fenced in back yard and the amenities tied to it are simply world class, featuring amenities like:.......

5.0 Star Review

6 Bedrooms - 7 Baths - Sleeps 18
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. With just over 4,000 square feet of interior living, 7 bedrooms + 7 full baths and 1 half bath, tons o.......

5.0 Star Review

7 Bedrooms - 7 Baths - Sleeps 18
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. The Siesta Estate was a dream that has become a reality! There is nothing like it anywhere! Located on.......

5.0 Star Review

1 Bedrooms - 14 Baths - Sleeps 36
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This one has the wow factor for sure! It’s perfect for your large family or group travel event! W.......

0.0 Star Review

8 Bedrooms - 9 Baths - Sleeps 22
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This home is perfect for any vacation, any family or group regardless of age ranges, and it has proven.......

5.0 Star Review

5 Bedrooms - 6 Baths - Sleeps 14
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This home was built with your vacation in mind, and when paired with our unmatched service and ameniti.......

5.0 Star Review

6 Bedrooms - 6 Baths - Sleeps 16
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This house is special! You must see this 60 foot long waterslide to believe it - it's a water park in .......

5.0 Star Review

6 Bedrooms - 6 Baths - Sleeps 18
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. Looking for your Lost Shaker of Salt? Well, you've found it in this luxury rental home on Siesta Key t.......

5.0 Star Review

7 Bedrooms - 8 Baths - Sleeps 19
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

the property manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. From the location and unmatched service to the provided amenities starting with the exterior entertain.......

0.0 Star Review

5 Bedrooms - 6 Baths - Sleeps 16
Sarasota Vacation Rental

Pet Friendly - Pets Allowed