Holiday rentals with a hot tub in Downtown Sarasota

ROYS PLACE Romantic, Private, Paradise!

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

Zen and Paradise-Sarasota

Welcome to Zen in Paradise! In this brand new 1 bedroom + den apartment you will find everything you need for a relaxing and fun vacation. Centrally located in the heart of Sarasota, FL, you will be 1 mile away from Main street where you'll find amazing, top rated restaurants, and bars with life music. Less than 1 mile away you'll find yourself in "Marina Jack" a popular tourist spot, equipped in a playground, splash pad for children, and surrounded by beautiful and clear waters of the Bay.

Courtyard Villa w/Pool, Spa & Sauna close to Beach

Gorgeous courtyard pool home feathers high end quality construction throughout with high end upgrades, open split floor plan, high 10' volume cielings, porcelain and luxury plank floors, elegant designer chic touches make this home ideal for entertaining. Modern, open kitchen w/stainless steel appliances, Calcutta quartz countertops, large center island. Courtyard features outdoor kitchen, Jacuzzi, Sauna & outdoor shower. Walking distance to downtown restaurants and very close to beaches.

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

Escape to The Funky Fish House! Your private 2BR/3BD/2BA tropical oasis boasts a heated saltwater pool, bubbling hot tub, outdoor shower, and BBQ grill for endless fun, relaxation, and sun-soaked adventures. Just 5 miles from world-famous Siesta Key Beach and steps from Trader Joe’s, this elegantly renovated, fully stocked, stylish retreat invites families or couples to lounge, entertain, soak up the Florida sunshine, and enjoy the ultimate Sarasota vacation in absolute comfort and style!

The Wisteria Oasis W/swings, heated pool & hot tub

Discover the charm of our delightful cottage, exceptionally placed amidst lush greenery! The interior offers an inviting ambiance with its plush, comfortable furnishings and a well-equipped kitchen with an espresso machine. Quietly nestled away from the hubbub of city life, our cottage offers a tranquil escape yet is in close proximity to local attractions. Relish the day exploring charming seaside villages and beaches or simply bask in the serene atmosphere of your private haven.

City Garden Cottage

City Garden Cottage is a cozy and comfortable cottage located in the quiet Laurel Park neighborhood in Sarasota, only a few blocks from downtown. The studio is surrounded by lush gardens and trees with a Hot Tub. Inside, you will find a kitchenette equipped with a coffee maker, toaster, refrigerator, and hot plate. The studio also has a flat-screen TV, a queen bed & private bathroom. There is also shared use a gas grill, fire pit and Hot Tub included with the rental.

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208

Waterside Retreat: Modern 2BR, Mins to Beach & Apt

Located on historic Whitaker Bayou, a small inlet off Sarasota Bay, this is a prime water front and spacious unit designed in the Modern Style. Property is located just a few minutes from Main Street, many Bayfront parks, World class beaches, arts centers and Sarasota-Bradenton International Airport. Interior furnishings curated from top designer brands (DWR, Bludot, Casper).

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

Our Quiet Retreat is in the heart of Sarasota - 5 miles to Siesta Key Beach. The home is 2B/2BA with a blow up mattress and can sleep 6. All the basics are supplied to make your stay more comfortable and your trips to the beach more fun! The backyard is private, secluded, and includes a hot tub, lounge area, a heated and private outdoor shower, fire-pit table, and grill.

Near Lido Beach w Hot tub + Fire Pit

Come find a space away in this 2 bedroom 2 bathroom Guest House with a backyard pergola located less than 15 Minutes from Lido Beach in Sarasota. Enjoy all that the area has to offer, and come home to the peaceful ambience of a hot tub and outdoor fire pit. The home is in a safe and friendly neighborhood, with the Legacy Bike Trail right around the corner

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

An unforgettable experience awaits you at this getaway apartment right on the white sand beaches of Anna Maria Island. Wake up every morning to the best views of the turquoise waves of the gulf and spend your days enjoying the warm waters, filling your social media with dolphin pictures and dramatic sunsets.