Luxury rentals in Sarasota County

Showstopper Beach Home Pool Spa Waterfall Elevator

Welcome to the Kingdom on Hyde, the crowning jewel of Arlington Park homes & a vacation lover's dream. Featuring 4 bedrooms & 6 baths spread over nearly 4000 sq ft w/ 20ft soaring ceilings. This jewel box features a heated pool & spa with dramatic 8ft waterfall feature, Thermador Appliances, commercial grade elevator, custom imported tile & finishes & 2-story living amongst the Live Oaks. Perfectly situated a stone's throw from Arlington Park & a short drive to Siesta Beach & Downtown Sarasota!

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

Experience the Ultimate in Coastal Luxury

Exclusive Amenities Include: • Private Heated Plunge Pool, Baja Shelf and Whirlpool • Pool Views on 2nd & 3rd Story Balconies • Roof top patio • Less Than 1 mile to Crescent Village • Less Than a 2 Minute Walk to Crescent Beach & Point of Rocks • Just a Short Drive to Siesta Key Village & Siesta Key Beach • Ping Pong Table / Air Hockey Table • Outdoor Lounge Areas • 8 Bedrooms, 8.5 Full Baths with Luxury Towels & Bed Linens provided • Spacious Balconies With Seating Area • Full Gourmet Kitchen

New Home with Pool, Spa, Waterslide - Seascape

Seascape by Lido Key Vacations Vacation Rental License #VR24-00004 Minimum stay duration of 7 days/nights Welcome to Seascape, a stunning vacation home boasting eight spacious bedrooms and eight-and-a-half luxurious bathrooms. With a gorgeous private pool, spa, and waterslide, you'll be living in paradise! Plus, the rooftop deck offers incredible views, and it's only a block away from Lido Key Beach, where you can catch breathtaking sunsets. This vacation home is perfect for families and

Seconds from the beach! Pool, Games-Ocean Overlook

Ocean Overlook by Siesta Key Luxury Rental Properties Ocean Overlook by Siesta Key Luxury Rental Properties is an exceptional eight bedroom, eight bathroom coastal retreat with two additional half baths, thoughtfully designed for large families and large group getaways seeking luxury coastal living. Located just a three-minute walk to Siesta Key Beach, this four-story Siesta Key luxury rental offers sweeping Gulf views, large balconies, and a private outdoor oasis. Guests are also a short

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

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.

Designer Lido Key Home w/ Rooftop & Pool

🦩 Exclusive Amenities Include: • Heated Pool & Spa • Rooftop Deck & Lounge • Walk to Lido Beach & St. Armands Circle • Theater Room & Game Lounge • Smart TVs & High-Speed WiFi • Starter Packs: Toiletries & Home Essentials • Beach Towels, Chairs, Cooler, Caddy & Bikes • In-Home Laundry with Washer & Dryer • Regular & Keurig Coffee Makers, Dishwasher & Kitchen Essentials • Enhanced Cleaning Protocols by CottageClean

Luxury, Downtown, Rooftop Views, Top Beaches

A spacious modern 4-story luxury townhome in the heart of Sarasota. Within walking distance to Downtown’s top restaurants, shopping, weekend farmer's markets, nightlife, live music, and more! Perfect for a luxury retreat or the business traveler looking for an elevated experience. Contemporary decor throughout the open floor plan and a private rooftop with an outdoor kitchen and gorgeous views of the city.

Luxury Downtown Condo, Private Rooftop Jacuzzi

Brand new luxury townhome, 4-story/4 bedroom with private elevator. Rooftop deck boasting an outdoor kitchen, high-end furnishings, and jacuzzi. Modern and upscale furniture, private balconies of each level. Steps from the beach shuttle and downtown Sarasota. Close to Legacy Trail, restaurants, boutiques, shops and nightlife.

7Bedroom Luxury Home W/Private Pool on Siesta Key!

Welcome to Las Palmas! This gorgeous new home on Siesta Key offers luxury around every turn. Stay with up to 16 guests in this 7-bedroom, 7.5-bathroom home, complete with a private pool and spa area, fenced in yard, large full kitchen, dining room, two living spaces with a game room, and much more!

Mid-Century Modern, Pool, Mins to Siesta Key Beach

One-of-a-kind, fully restored mid-century modern dog-friendly home with fenced in yard. An outdoor living space surrounds the private heated pool. Located on a deep water canal with a boat lift and dock. Quick access to the bay.