Mansion holiday rentals in Siesta Key

Lakefront Getaway in Sunny FL

Welcome to your lakeside retreat in sunny Florida! Our house offers stunning lake views and spacious, immaculate rooms. Just a short drive to Siesta Beach (#1 in the USA). The main house has 3 beautifully furnished bedrooms. The 4th bedroom in the separate guest house is included for groups of 10 guests; for smaller groups, it can be available for an extra fee. Relax by the large, clean pool in our private, gated property. Well-equipped kitchen, gazebo, grill, and family-friendly features await!

Htd Saltwater Pool- Near Beaches - 6bd/3ba

Relax in this stunning mid-century modern house near the beach with NEW saltwater pool with stone deck & splash pad/sun deck! Make your own childhood dreams come true for the kids with a backyard treehouse that is sure to make lifelong memories! This palm oasis is sure to please everyone! We have thought of everything, including all the vacation essentials for home, pool, & beach! Don't miss your chance to relax on America's favorite beaches at Anna Maria Island & Siesta Key- just minutes away!

Luxury villa 4 bdr with a heated pool (14guests)

Rare to find a luxury villa with a swimmable heated pool at the upscale district of North Port near a golf course. Very spacious (14 guests), high ceiling. Two empty lots on both sides of the property and a canal on the back guarantee full privacy. 2 minutes to Walmart and Publix. 10 minutes to Warm Mineral Spring. Close to Water park, Wellen park, Manasota, Siesta and others beaches. Very close to highways. The home is 2230 sq. ft. of living space. Fully furnished with high-end furniture.

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Florida Paradise Waterfront Home

Vacation in the lap of luxury with this spacious and unique waterfront home that was once featured on MTV Cribs! This gorgeous 5,000 sq ft home features 5 bedrooms, including two sleeper sofas in the large King + Queen suites to allow for more guests. 4.5 bathrooms and elevator. Entertain with a full bar, pool table, foosball, and shuffleboard table. Lounge and grill pool side on the massive deck over looking the water and breathtaking sunsets! Located just 15 mins from Apollo Beach.

Tranquil Court Oasis

Escape to serenity at this remarkable property! Indulge in a multitude of activities, from lounging by the private pool to relaxing in the jacuzzi. Challenge friends and family to a game of tennis or basketball. Discover the beauty of the lush gardens, adorned with fruit trees. Inside, the house dazzles with its beautiful decor. With 6 bedrooms and 4 bathrooms, there's space for everyone to enjoy wonderful vacation. Unwind, explore, and create lasting memories in this inviting oasis.

Spacious Home w/ Heat Pool, Outdoor Bar & Fire Pit

Discover a unique blend of history and comfort in this beautifully renovated 1898 home. With spacious king suites, a children's room, and charming Living spaces, there's ample space for everyone. Dive into the heated pool, gather around the fire pit, or challenge friends in the Harry Potter-themed game room. Located steps from the Twin Dolphin Marina and a short drive to pristine beaches, this property is your gateway to both relaxation and local adventures.

Luxury Lemon Bay 4 BR villa w/ pool

This spacious 2156 square feet large and unique villa is set close to Manasota Beach and offers you 4 bedrooms and 3.5 bathrooms, a heated pool with a large barbecue area. You will find three bedrooms in the main house. Two king bed master suites and two single beds. Next, there is one separate bedroom with a queen size bed at the pool level (with its own entrance and en suite bathroom). The charging of EV is not allowed and an extra fee will be charged.

Designer 5BR for Groups | 10-Min to AMI

This inviting 5-bedroom, 3-bath home was designed and curated with families and groups in mind. Just 10 minutes from Anna Maria Island, enjoy walkable access to nearby beaches, local dining, and all the area has to offer. Additional amenities include a private heated pool, game room, ping pong, and family-friendly amenities to make traveling with little ones easier.