4 Bedroom Vacation Rentals in Sarasota, FL

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

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

Step into your own private oasis near Siesta Key in Sarasota! - Luxurious 4-bedroom retreat for up to 10 guests - Elegant interiors with a gourmet kitchen - Spacious patio and refreshing pool - Minutes from Siesta Key's beaches, dining & attractions - Perfect blend of relaxation & convenience Book your stay today and make memories to last a lifetime in sunny Sarasota! Indulge in resort-style living near Siesta Key in Sarasota! This luxurious 4-bedroom retreat is designed to accommodate up to 10 guests, making it the perfect getaway for families or groups. With a refreshing pool and elegant int.......

5.0 Star Review

4 Bedrooms - 2 Baths - Sleeps 10
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

. 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

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 beachfront bliss at Lido Bliss: Imagine stepping off the elevator into your private sanctuary. Breathtaking panoramic views of the Gulf of Mexico greet you from your expansive balcony, setting the scene for an unforgettable stay. This meticulously kept, 4-bedroom 3.5 bath haven exudes luxury with Stunning views from Gulf to Bay showcasing the stunning scenery. Awaken your senses with the sophisticated coastal décor and unique light fixtures, creating a calming and inviting atmosphere. Indulge in gourmet meals in the well-equipped kitchen featuring a gas range, double ove.......

5.0 Star Review

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

WELCOME TO COASTAL BREEZE SIESTA Your serene waterfront retreat on Siesta Key. This 4-unit property is perfect for large families or travel groups who want to stay close yet enjoy their own space. Set on tranquil Little Sarasota Bay and a short walk to Turtle Book the entire property and enjoy the best of both worlds—shared time together when you want it, privacy when you need it. LOCATION HIGHLIGHTS - Situated on Little Sarasota Bay with stunning water views and a peaceful setting - Just a short walk to Turtle Beach for sunbathing, swimming, and shell collecting - Shared boat dock availa.......

5.0 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

Gather your favorite people and escape to this unforgettable 4BR 3BA retreat designed for group getaways, bachelorette weekends, weddings, and once-in-a-lifetime celebrations.

✔ House – 4BRs – Sleeps 14
✔ 2 Living Areas
✔ Massive Kitchen
✔ Backyard (BBQ, Fire Pit, Shower,...)
✔ Games
✔ High-Speed Wi-Fi
✔ Smart TVs
✔ Free Parking (4 cars)
✔ Pets & Events OK (with approval)

With space for up to 14 guests across two floors this property offers the perfect mix of comfort, privacy, a.......

4.9 Star Review

4 Bedrooms - 2 Baths - Sleeps 16
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Welcome to this spacious and beautifully appointed 4-bedroom, 3.5-bathroom home in the heart of Sarasota, Florida. - Modern coastal living with open-concept design - Private rooftop oasis with hot tub, BBQ, and loungers - Generous bedrooms with elegant finishes - High-speed Wi-Fi and multiple smart TVs - Short walk to beaches, shops, and dining - Experience Sarasota’s vibrant lifestyle! Welcome to this spacious and beautifully appointed 4-bedroom, 3.5-bathroom home in the heart of Sarasota, Florida. Modern coastal living within walking distance to downtown Sarasota! Comfortably accommodat.......

5.0 Star Review

Sarasota Sweets (Combined Villas) Your Tranquil Sarasota Retreat Awaits! Welcome to Sarasota Sweets, a pair of peaceful villas nestled within a lush, resort-style Sarasota community where nature, comfort, and convenience come together. Located in a pine tree forest, surrounded by tropical greenery, scenic ponds, and local wildlife, these charming single-level villas offer a serene setting perfect for slowing down and recharging. Whether you're planning beach days at the #1 Siesta Key Beach, cultural adventures, or simply relaxing in a calm, resort-like environment, Sarasota Sweets provides an .......

0.0 Star Review

Sarasota Family Home | Private Heated Pool | Relax 🌴 Enjoy a private heated pool at this Sarasota–Bradenton area family home, The Getaway, thoughtfully set up as your true Home Away From Home. With open living spaces and flexible sleeping for up to 10 guests, it’s perfect for families or groups seeking comfort, privacy, and space to relax. Located in a quiet neighborhood, yet with easy access to beaches 🏖️, dining, and local attractions, this home is designed for real vacations—not just photos. Book now and make Florida your next getaway! As a quick disclaimer.......

5.0 Star Review

We are very excited to announce our newly renovated private and unique beach style home. It has its own private heated pool, patio space and lanai with hot tub. With 4 bedrooms and 2 bathrooms, just a 7 minute drive to the white sandy beaches of Siesta Keys. Among the features are a lanai, heated pool, 55" smart TV, King beds in 3 rooms, queen bed in one a single and roll away bed, propane BBQ grill and beach accessories. Superhosts, we hope every guest has an incredible experience!.......

4.9 Star Review

We are very excited to announce our newly renovated private and unique beach style home. With 4 bedrooms and 2 bathrooms, just a 7-10 minute drive to the white sandy beaches of Siesta Keys. Among the features are a new heated salt water pool & hot tub, Florida room, 55" smart TV, Rec room with ping pong, dart board & a TV, King beds in 3 rooms, queen bed in one and pull-out bed if needed, BBQ grill and beach accessories. Superhosts, we hope every guest has an incredible experience!.......

4.9 Star Review

Escape to paradise at this spacious 4-bedroom, 2.5-bath retreat in beautiful Sarasota, perfect for up to 8 guests. Located near Siesta Key Beach, you’ll be minutes from the powdery white sands, turquoise waters, and vibrant Siesta Key Village. Enjoy nearby dining, boating, and stunning sunsets along Midnight Pass. Whether you're planning a family getaway or a trip with friends, this coastal haven offers comfort, style, and the perfect location for your Florida escape. Escape to paradise at this spacious 4-bedroom retreat in beautiful Sarasota, perfectly designed for up to 8 guests. Just m.......

5.0 Star Review

Minutes to Siesta Key Beach, this Sarasota home is made for effortless group getaways. Start your mornings by the private screened pool, unwind on the cabana daybed, and gather in bright open living spaces designed for connection. Enjoy a fully equipped kitchen, 3 full bathrooms, and a separate studio offering extra space and privacy. Centrally located with quick access to St. Armands Circle, The Ringling, and Mote Marine Laboratory & Aquarium—perfect for dining, culture, and family fun 🌴 📌 NOTE: A digital rental agreement MUST be signed prior to arrival, and you will need t.......

0.0 Star Review

4 Bedrooms - 3 Baths - Sleeps 10
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Escape to Paradise Palms, a tropical, well equipped home with lots of room for fun and relaxation. Close to Siesta+Lido beaches! 5 miles to IMG +14 miles to AMI! This spacious property boasts a great layout for groups including a large dining area with seating for 8 comfortably and a fully equipped kitchen. Step outside into the fully screened lanai area with a lounge area with a 60'' TV, dining table with seating for 6, fenced yard and a large pool with plenty of pool toys for your enjoyment.

The space
Guests love this spacious, single-level, private Sarasota home. Enou.......

4.9 Star Review