Luxury rentals in Lido Key

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Top-rated luxury vacation rentals in Lido Key

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Luxe

The multi-level vacation rental is illuminated under the evening sky, showcasing a shimmering heated pool with colorful lighting. Spacious balconies offer views across the exterior, while modern lounge chairs are positioned around the inviting pool area.

Home in Siesta Key

5 out of 5 average rating, 10 reviews

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.

Luxe

The image showcases a private pool area, featuring a unique waterslide and in-ground spa, illuminated in vibrant blue tones as the sky transitions to dusk. Comfortable lounge chairs are positioned beside the pool, surrounded by lush palm trees and a spacious deck area.

Home in Sarasota

4.8 out of 5 average rating, 5 reviews

New Home with Pool, Spa, Waterslide - Seascape

Seascape by Lido Key Vacations Sarasota FL 34236 VR24-00004 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 large groups seeking a memorable beach

Luxe

A wide view of the property showcases a private heated lap pool surrounded by lush greenery and palm trees. An outdoor lounge area can be seen nearby, with seating options and tranquil pathways leading through manicured grass.

Home in Anna Maria

Lap of Luxury by Duncan Real Estate

Welcome to Lap of Luxury! This home is new as of 2022 and has been meticulously built and designed to create a space for full relaxation. Lap of Luxury is only 150 steps from the white sand beaches of the Gulf of Mexico with beautiful views from every floor. It features 4 bedrooms and 5 and a half baths and is just a short stroll away from the historic shopping area along Pine Ave and the famous Bean Point beach area. Step through the zen inspired courtyard area to the main entrance.

Luxe

A private lagoon-shaped pool is surrounded by lush greenery and features two sun loungers. The pool area includes tiki umbrellas for shade and a deck with steps leading to the home, characterized by a charming blue exterior and large windows.

Home in Holmes Beach

5 out of 5 average rating, 3 reviews

Tiki By The Sea by Duncan Real Estate

Welcome to Tiki by the Sea! This beautiful, centrally located 5-bedroom, 3-bathroom pool home has 1,921 under A/C square feet of elevated living space and offers the best of Island vacationing. Up to ten guests will be accommodated very comfortably inside and out. From the quality quilts and linens on the beds, TVs in 4 of the 5 bedrooms and several fantastic outdoor areas nothing has been spared to provide a perfect beach getaway. HIGHLIGHTS 1921 sq. ft. Pool side Tiki bar

Luxe

A rooftop deck offers a spacious dining table surrounded by comfortable chairs, showcasing a view of the sparkling Gulf waters and coastal landscape. The area is enhanced by clear blue skies and distant clouds, providing a serene setting for outdoor meals.

Home in Holmes Beach

5 out of 5 average rating, 3 reviews

Seaside Haven by Duncan Real Estate

Seaside Haven is an elegant Island property that promises an unforgettable experience. The 4 bedroom and 3 1/2 bath pool home is located on the Avenues in Holmes Beach and just a short flipflop walk to the Gulf powdery white beaches. This house features tasteful coastal-themed dcor that prioritizes guest comfort. Its gourmet kitchen and open floor plan provide ample space for family gatherings, complemented by a functional and relaxing outdoor living area by the pool with a firepit.

Luxe

The exterior of a three-story vacation home is highlighted, showcasing large glass doors and multiple balconies. Lush greenery surrounds the property, while a rooftop deck can be seen, providing additional outdoor space. The driveway offers ample parking with two garage spaces visible.

Home in Sarasota

5 out of 5 average rating, 5 reviews

Gulf Views/Walk to St. Armands & Beach-Resort Pool

Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! Per City of Sarasota's Rental Ordinance - This home must be rented for a minimum of 7 nights, and it has a max occupancy of 12 adults, *but children under 6 years of age do not count toward the City's max occupancy count. Vunique Vacations restricts the total occupancy of the home to 16 persons, including adults and children under 6 years of age.

Luxe

A private heated pool is surrounded by tropical landscaping and wooden decking. A Tiki Hut with bar seating and string lights enhances the space, while a waterfall feature adds tranquility to the area, creating a serene outdoor retreat.

Home in Holmes Beach

The Shady Mermaid by Duncan Real Estate

Welcome to The Shady Mermaid! A luxury ground-level vacation home just a 3-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen has ample counter space, gas cook top and oven, extra-large fridge/freezer and wine cooler making meal prep a breeze.

Luxe

A modern home features a private pool surrounded by lush green artificial grass. Sunlight reflects off the clear water, with spacious lounging areas visible under the elevated deck. Palm trees frame the scene, adding a tropical feel to the inviting outdoor space.

Home in Anna Maria

5 out of 5 average rating, 3 reviews

Love Me Blue: Exclusive Luxury Home Steps to Beach

Love Me Blue by AMI Locals 792 Jacaranda Rd. Anna Maria, FL 34216 Experience your vacation dreams at Love Me Blue! This stunning, brand-new luxury rental features 4 bedrooms and 4.5 bathrooms, making it the ideal choice for your family getaway on Anna Maria Island. A short walk leads you to the tranquil Bean Point beach, while just a mile away, you can explore the vibrant Pine Ave, lined with charming boutiques and top-rated restaurants.

Luxe

A spacious outdoor area is featured, showcasing a modern pool surrounded by comfortable lounge chairs. Lush greenery and palm trees enhance the setting, while a shaded patio area offers ample seating for dining and relaxation.

Home in Bradenton Beach

Elevator, Endless Summer by SeaBreeze Vacation

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER 4/27/23! All Drivers must be over the age of 21. Driver’s must provide valid US Driver’s License and US Vehicle Insurance. Endless Summer is the latest addition to SeaBreeze Vacation's portfolio. Pristine, newly constructed home features 7 beds/6 baths, an elevator, fantastic pool & spa, an EV Charger, and is just a 4-minute stroll from the shoreline

Luxe

The modern exterior of the home features a clean white facade with large windows, providing natural light. A welcoming entrance is marked by stylish light fixtures and palm trees, while colorful landscaping enhances the overall curb appeal.

Home in Sarasota

5 out of 5 average rating, 4 reviews

2440 Arlington Park Luxury House

Welcome to 2440 Floyd Street, a stunning, modern retreat in the heart of Sarasota. This spacious 6-bedroom, 4.5-bathroom home offers luxury, comfort, and privacy, making it the perfect getaway for families, groups, and corporate travelers. With a heated pool, private rooftop terrace, and a detached guest house, this home offers a true resort-style experience just minutes from Siesta Key Beach, Lido Key, and downtown Sarasota.

Luxe

A private backyard features a heated pool surrounded by a spacious patio, ideal for relaxation. Adjacent stands a detached guest house, while a modern main house showcases large windows and outdoor seating. Tropical landscaping complements the serene atmosphere.

Home in Sarasota

2430 Arlington Park Luxury House

Welcome to 2430 Floyd Street, a stunning modern retreat in Sarasota’s historic Arlington Park neighborhood. This 6-bedroom, 4.5-bath home offers 2,743 sq. ft. of stylish living space, perfect for families, groups, or business travelers seeking a luxurious and relaxing getaway. With a heated pool, outdoor kitchen, rooftop terrace, and detached guest house, this home delivers the ultimate Sarasota experience.

Luxe

A modern home with two structures is surrounded by lush tropical landscaping. A sparkling heated pool takes center stage, while spacious patio areas are visible. The upper level of the detached guest house features a staircase leading to an inviting entryway.

Home in Sarasota

Modern Beauty for Family Gatherings

Welcome to your ultimate Sarasota getaway! This stunning, modern 6-bedroom, 4.5-bath home is designed for comfort and style, offering a spacious open floor plan, high-end finishes, and resort-style amenities. Located in the heart of Sarasota’s historic Arlington Park neighborhood, this luxurious retreat is just minutes from Siesta Key Beach, Lido Key, and downtown Sarasota.