3 Bedroom 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

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

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: 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: 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 Siesta Breakers Penthouse on the Beach! Experience Gulf views from this two-level penthouse at Siesta Breakers Beach Resort, complete with private access to world-famous Crescent Beach. Enjoy soft white sands, spectacular sunsets, and resort amenities including a heated pool, tennis courts, and BBQ area. With shops, cafés, and a free island shuttle nearby, everything Siesta Key offers is right at your fingertips. LOCATION HIGHLIGHTS: - Gated complex with private beach access - Heated Gulf-facing swimming pool - Two lighted tennis courts with BBQ grills nearby - Assigned covered.......

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 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

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

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

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

License 25-VR-000013

Bright and spacious family-friendly home in Sarasota, ideally located near Downtown, Siesta Key Beach, and Lido Key. Just minutes from Florida’s only Amish community, offering a unique local charm with nearby shops and restaurants.

The space
Perfect for families, snowbirds, and small groups, this home offers:
→ 3 bedrooms / 2 bathrooms (up to 6 guests)
→ Pack ’n Play available for little ones
→ Free driveway parking for up to 2 vehicles
→ Private, fully fenced backyard
→ Cozy outd.......

5.0 Star Review

WELCOME TO SUGAR SAND VILLA!

Your perfect getaway just a few miles from the pristine shores of Siesta Key. Relax in comfort- sip coffee, stream, read, play, chill... 75in TV, sonos, books, games, and screened porch await. Heated pool is located directly across from you.

Meal prep with professional grade cookware or explore endless dining/shopping options at UTC. Stay on top of work with a dedicated office area complete with chargers and extension chord. Attached double garage with charging.

The space
Downstairs: kitchen, living, dining, office, laun.......

4.9 Star Review

Experience Sarasota's most walkable neighborhood from this stunning 3BR/3BA modern coastal haven with private pool. Discover the perfect blend of luxury and convenience at The Palmetto House. This completely renovated modern coastal cottage puts you in the heart of Arlington Park, Sarasota's most desirable neighborhood—where everyday necessities and memorable experiences are just steps from your door. Walk to trendy restaurants, coffee shops or stroll to Sarasota Memorial Hospital in minutes. CERT #26-VR-000016. 7-night minimum stay required per City ordinance.......

5.0 Star Review

This unique combination of three homes offers a total of 3 bedrooms, is in a prime location, and has EVERYTHING you need for an amazing vacation in Sarasota, FL! • Shared Outdoor Patio • Fire Pit • Hammock • Dedicated Workspace • Fully Stocked Kitchen • Drip & Keurig Coffee Maker • Plush Beds • High Speed WIFI • Family Friendly-High Chair & Pack ’n Play • Dog Friendly • Street Parking Welcome to Pineapple Paradise #1–3, a unique Sarasota retreat comprising three private homes combined into one stay, perfectly designed for groups .......

0.0 Star Review

3 Bedrooms - 3 Baths - Sleeps 8
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Coastal comfort awaits at this 3-bed, 2-bath waterfront retreat in Siesta Key for 6 guests. Enjoy your private paradise with a pristine swimming pool and a private dock on a tranquil waterway. Just moments from the world-famous Siesta Key Beach and the vibrant Siesta Key Village, this home is your perfect island escape. Welcome to your perfect Siesta Key escape. This inviting 3-bedroom, 2-bath home comfortably accommodates up to 6 guests and offers the ideal blend of comfort, convenience, and coastal charm. After a day at the beach, unwind in your private pool and relaxing hot tub, creating th.......

0.0 Star Review

3 Bedrooms - 2 Baths - Sleeps 6
Sarasota Vacation Rental

Pet Friendly - Pets Allowed