Pet-friendly holiday rentals in Sarasota Beach

A well-lit bedroom features a spacious bed adorned with soft, muted bedding. A large wall art piece depicting a serene landscape enhances the room's ambiance. Natural light filters through sheer curtains, illuminating a dresser and decorative accents, creating a calm and inviting space.

4.93 out of 5 average rating, 105 reviews

Sunset retreat Indian Beach near downtown Sarasota

Welcome to Casita oasis, located in the heart of Sarasota in the historic Indian Beach/Sapphire Shores neighborhood. Come relax & enjoy this peaceful and centrally-located retreat. Private Home, new construction, beautiful outdoor oasis to unwind and enjoy. Walk to the Bay to watch breathtaking sunsets. Nearby attractions: Jungle garden, Ringling Museum, Selby Gardens, Marina Jacks, Marietta Museum, Lido Key, Siesta Key and Downtown. Lots of restaurants, Art, Music and Culture and famous Beaches

4.94 out of 5 average rating, 140 reviews

A spacious living area features a comfortable sofa and two cozy armchairs. A wooden coffee table sits at the center, complemented by a geometric area rug. Large sliding glass doors provide natural light and lead to an outdoor seating area, showcasing a view of the beach.

Apartment in Siesta Key

NO Stairs, Siesta beachfront. Walk to the village!

Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

The Master Suite features a spacious bed with a headboard, accompanied by two bedside lamps and minimalist decor. A cozy bench is positioned at the foot of the bed. Natural light brightens the space, which includes an ensuite bathroom with a walk-in shower visible in the background.

5 out of 5 average rating, 47 reviews

Coastal Contemporary Pool Home

Welcome to Casa Limon! A freshly renovated designer pool home with tons of natural light, a coastal contemporary vibe, & a location that is walkable to Downtown Sarasota, Payne Park, & the Legacy Bike Trail. Comfortable for groups of up to 8 people featuring 4 beds, 2 baths, a heated pebble pool, open floor plan, inside laundry, chef's kitchen, dedicated work space, fenced yard w/ tropical landscaping & all of the luxury touches you'd find in a boutique hotel but in a private cottage setting.

Superhost

4.89 out of 5 average rating, 28 reviews

Complete Privacy Mid Century 2mi to #1 Beach Pool

Relax and take it easy at this beautiful old Florida home. Step outside to your own PRIVATE OASIS with towering palm trees, heated salt water pool, turf lawn and ping pong table! Located on a quiet cul de sac and a driveway that fits 4 cars. Featuring an open layout that looks out to the pool, 4 beds and paddle board with straps! Walking distance to 50+ shops and restaurants in Gulf Gate. Less than 2 mi to Siesta Beach and 5 mi to downtown. 25 mins to SRQ. Under an hour from PGD, PIE and TPA

A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.

4.93 out of 5 average rating, 90 reviews

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

A distinctive triangular structure features large glass windows, showcasing vibrant lighting from within. The exterior is surrounded by landscaped greenery and decorative white stones, enhancing the inviting appearance. Palm trees and a tidy paved driveway contribute to the overall charm and unique architectural design.

4.95 out of 5 average rating, 242 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

4.84 out of 5 average rating, 143 reviews

A modern living area features a comfortable sectional sofa, accented by textured cushions. A flat-screen TV is mounted on the wall above a wood panel, while large sliding doors invite natural light and provide access to the patio. Indoor plants add a touch of greenery.

Apartment in Siesta Key

Siesta Key Condo: Beach, Pool & Village Fun!

Escape to paradise in our newly renovated 2-bedroom condo, perfectly situated a block from Siesta Key Village. Enjoy the convenience of walking to bars and restaurants, plus two parking spots if you prefer to drive. Relax by the community heated pool or take an 8-minute stroll to the award-winning beach. Explore the area using the free trolley, or venture to downtown Sarasota. This dog-friendly condo offers Wi-Fi, a smart TV, in-unit laundry, and essential home and beach gear.

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.95 out of 5 average rating, 133 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

5 out of 5 average rating, 13 reviews

A mid-century modern home is framed by a large tree, with white walls reflecting the surrounding greenery. Potted plants add color to the entrance, while two decorative faces are positioned on a stone ledge. The area is bordered by white gravel, enhancing the peaceful ambiance.

Home in Siesta Key

Siesta Key | Heated Pool | Sauna | Family & Pets

☞ Sauna, Fire-pit, BBQ (gas) ☞ Giant Outdoor Chess♟️ ☞ King & 2 Queen Beds ☞ Ample Parking (RV, Boat, etc) ☞ Fast WiFi 🛜 ☞ 4 Smart TVs (largest 85 inches) ☞ Gourmet Kitchen Main side ☞ Kitchenette on Guest side ☞ 2 Onsite washer + dryers ☞ 2 Outdoor Showers 》30 mins to airport 》2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.

4.93 out of 5 average rating, 148 reviews

Cottage in Sarasota

Private Heated Pool Casita Near Downtown & Beaches

Built in 1925, Casita Verde blends classic vintage charm with modern comforts. This 2-bedroom, 1-bath home features a 55" flat-screen TV with HD cable and fast Wi-Fi. Relax by the private pool or enjoy peaceful evenings on the deck with your favorite drink. Pet-friendly and conveniently located near Downtown Sarasota on Bahia Vista, with an easy drive to Lido Key, world-famous Siesta Key, and I-75 for day trips and longer adventures. 🌴 Cert# VR24-00152

4.97 out of 5 average rating, 107 reviews

A large, colorful sign displays the text 'Siesta Beach #1 Beach in the USA!' against a backdrop of a cloudy sky. The sign features images of people enjoying beach activities, surrounded by wooden posts and rope detailing, set in a grassy area that leads to the beach.

Home in Siesta Key

Siesta Key Quaint Beach House

This home, built in the 1950’s, has old Florida highlights including cypress wood walls and terrazzo floors located in a peaceful neighborhood. It is all on one level and sleeps 4 adults with a private patio including a gas grill. It’s only a 5 minute walk to Siesta Key beach and includes a beach cart, chairs, umbrella, towels and a cooler. Only a 10 minute walk or 2 minute ride to the village with shops, restaurants, music and nightlife.