Luxury rentals in Saint Armands Key

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Top-rated luxury vacation rentals in Saint Armands Key

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Luxe

The exterior of a coastal-style home is framed by lush tropical landscaping. Two palm trees and various shrubs surround the property, while the distinct architecture features a tower and a large covered porch. The garage doors have rustic wooden accents, adding charm to the overall design.

Home in Holmes Beach

5 out of 5 average rating, 5 reviews

Island home with Pool and swim-up bar! Best

The Blue Crab by AMI Locals Holmes Beach Vacation Rental VRC-000057 Welcome to The Blue Crab, a stunning island retreat just two blocks from Holmes Beach. This luxurious four-bedroom, four-and-a-half-bath home boasts a tropically landscaped backyard featuring a private pool with a swim-up bar, fire pit, and hot tub. Surrounded by elegant coastal farmhouse decor, the open layout offers plenty of space for family gatherings or friends’ getaways. Perfect for those seeking relaxation, recreation,

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, 14 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

Home in Sarasota

4.83 out of 5 average rating, 6 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

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 fire pit.

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, 6 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

The outdoor pool area features a spacious, curved saltwater pool with an integrated hot tub. Lush greenery surrounds the pool, complementing the home's elevated structure, which boasts multiple outdoor seating areas. Large windows reflect the evening sky, creating a serene ambiance.

Home in Sarasota

4.92 out of 5 average rating, 13 reviews

60ft. Water Slide - Golf Simulator - Mini Golf

Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! Located in the heart of South Siesta Key Village! You are literally steps to all South Siesta's restaurants, entertainment, shopping, markets, marina, and much more! This super fun entertainment district is literally at the end of your street, steps away, and it has something for everyone, which is why it's a guest favorite!

Luxe

Home in Holmes Beach

5 out of 5 average rating, 4 reviews

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

An aerial view of a multi-level home showcases a sleek, modern design surrounded by lush palm trees. A sparkling pool is visible in the backyard, complemented by a spacious outdoor patio. The property’s proximity to the beach can be seen with the sandy shore in the background.

Home in Anna Maria

5 out of 5 average rating, 3 reviews

Rooftop Deck, Pool, & Golf Cart at Deckadence

Deckadance by AMI Locals Home in Anna Maria, FL 34216 Experience the ultimate getaway at Deckadance! This brand-new luxury rental features 4 bedrooms and 4.5 bathrooms, making it the perfect choice for families or groups looking to indulge in the beauty of Anna Maria Island. Just across the street, you’ll find pristine bay beaches and the nearby gulf beaches, while local shops and gourmet dining are just a stone's throw away on Pine Ave.

Luxe

An aerial view captures the coastal estate shimmering at dusk, surrounded by lush tropical landscaping. The beachfront property features soft sandy shores along the gentle waves, and a volleyball court is visible on the manicured lawn, providing a sense of outdoor recreation.

Home in Siesta Key

5 out of 5 average rating, 3 reviews

Chateau de la Siesta | Beachfront, Pool, Lanai Bar

Exclusive Amenities Include: • Private Beachfront & Sunset Views • Lagoon Pool, Heated Spa & Tiki Bar • Gulf-Front Firepit & Volleyball Court • Hammock Between Beachfront Palms • Gourmet Kitchen & Spacious Living Areas • 4 Gulf-View Bedroom Suites w/ Balconies • Tropical Landscaping • Starter Packs of Essentials for Kitchen and Bath • Beach Towels, Chairs, Cooler & Caddy Provided • Enhanced Cleaning by our CottageClean Team

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

Luxury 6BR Sarasota Retreat w/ Pool & Rooftop

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

An aerial view of a modern coastal home highlights its spacious rooftop deck with ample seating. Surrounding palm trees and a backdrop of the Gulf of Mexico contribute to a serene coastal setting under a bright blue sky.

Home in Sarasota

5 out of 5 average rating, 5 reviews

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

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.