Luxury rentals in Sarasota Beach

Experience Luxury at Go with the Flow! Lazy River

Go with the Flow by Exclusive Vacations Vacation Rental License #VR24-000026 Welcome to Go with the Flow, an exceptional three-level luxury retreat offering five bedrooms and five and a half bathrooms, thoughtfully designed for an elevated Anna Maria Island getaway. Located just a short five-minute stroll to Anna Maria Beach, this newly built vacation home showcases a private pool with spa, a rooftop entertainment deck, and beautifully curated designer interiors. Whether gathering with family

Lido Luxe Estate: Rental with Pool + Rooftop Deck

Lido Luxe Estate by Lido Key Vacations Vacation Rental License #VR25-00081 Minimum stay duration of 7 days/nights Experience unmatched luxury at Lido Luxe Estate, Sarasota's finest island retreat located in the prestigious Lido Key! This beautifully appointed six-bedroom, six and a half bath home offers a perfect combination of elegance, privacy, and entertainment. Located just a short six-minute walk from pristine Gulf beaches and the high-end shops and restaurants of Lido Key’s renowned

400ft to Beach, Ocean View, Pool, in the Village

Siesta Key Dream’s largest and most luxurious vacation rental, features four levels, totaling 6-bedrooms, 9-beds, & 6 full-bathrooms. Notable attributes include: a heated-pool, hot tub, 2-balconies, a roof-top sundeck, parking, a backyard and an elevator. With a premier location, beach access point #4 is 400 feet away, and the Siesta Key Village is one block away. In addition to a highly desired location, the unique property design allows beach and Gulf of Mexico views from multiple levels.

Modern Home + Heated Pool + Spa +Walkable Downtown

NEW elegant and modern pool home in the heart of downtown Sarasota. A short walk to downtown's award-winning restaurants, shopping, marina and nightlife. Minutes drive from the world-famous white sand beaches of Siesta and Lido keys. Next to the Legacy Trail and Payne Park for biking, hiking, cafe and skate park. This professionally designed home is a fully equipped, family-friendly 5-bedroom/3.5 bath with private pool, hot tub, outdoor kitchen, office and pool table. Cert# 26-VR-000092

House of Agape | Modern Luxury Escape w/ Pool

BNB Breeze Presents: House of Agape! A modern Sarasota retreat crafted for Pure Luxury. Designed with love, this golden oasis offers a private pool, sleek contemporary décor, a premium Jura coffee bar, and a fully equipped garage gym. Top amenities elevate this beautiful property even more: • Private Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st. • Modern Luxury Space • Professionally Designed and Furnished • Gym Set Up • Outdoor Dining Space • Beach Supplies

New Listing! Beachfront! 2 Masters w/Ocean Views!

The Diamond Star on Anna Maria Island, a beautifully remodeled beachfront home originally built by legendary pitcher Warren Spahn. Enjoy spectacular beachfront views, white sandy shores, and unforgettable sunsets. The house features two master suites, a living room, and a kitchen, all offering magnificent ocean views. Enjoy the private decks, direct beach access, beach gear including kayaks, paddleboards, and more. After a day in the sun, relax with a cocktail in the private pool.

#1 Rooftop Deck w/ Gulf Views - Steps to Beach

Vunique Vacations 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.

Sunset Reflections | Saltwater Pool & Game Room

🦩Exclusive Amenities Include: • 0.1 Miles to the Gulf and 5-Minute Walk to Bean Point • Heated Saltwater Pool and Spa with Waterslide and Baja Shelf • Rooftop Patio with Hot Tub, Fire Table, Wet Bar, and Gulf Views • Game Patio with Putting Green, Ping Pong, Foosball, and Cornhole • Lanai Lounge with Shuffleboard and 3 TVs • Beach Towels, Chairs, Cooler, Bikes & Caddy Provided • Outdoor Pool Lounge Area Includes Gas Grill • Indoor Game Room • 2 Paddleboards

Screened Pool Courtyard • Hot Tub • Beach Nearby

Immerse yourself in the elegance of modern living at this stunning contemporary home, designed with sophistication in mind. Perfect for families, couples, and business travelers, this property is your gateway to Sarasota's best - from the sun-kissed shores of Siesta Key Beach to the vibrant streets of downtown Sarasota. Embrace the luxury within and the adventures that lie just beyond. Discover more below!

Siesta Bliss ~ Luxury Waterfront Retreat

Siesta Bliss is a new 4BR/4.5BA luxury waterfront home just minutes from Siesta Key Beach 🏖️. Enjoy a private pool with waterslide, spa & sun shelf, outdoor dining, BBQ, ping pong, and stylish coastal interiors. Each bedroom has an ensuite bath, and the chef’s kitchen and bar area make entertaining easy. Perfect for relaxing beachside escapes with family and friends 🌊✨.

Serendipity Deux -Luxury Beachfront Pool & Spa - G

Luxury 4BR/4.5BA beachfront home on Anna Maria’s north end with stunning Gulf views, private pool & spa, gourmet kitchen, and elevator access. All king bedrooms feature en-suite baths. Bikes, kayak, paddleboard and Golf Cart included. (waivers, DL and Insurance required) Walk to Bean Point and Rod & Reel Pier. Perfect blend of comfort, privacy, and coastal charm.

Between the Waves - Siesta Key Luxury Home

Welcome to Between the Waves, a beautifully designed new construction vacation rental perfect for larger families or groups seeking a memorable getaway. With eight spacious bedrooms and 8.5 bathrooms, this upscale home is located just steps from the pristine beaches of Siesta Key and Siesta Key Village, which offers fun dining and shopping for all ages.