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Apartment vacation rentals in Longboat Key

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Vacation rentals for every style

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Popular amenities for Longboat Key apartment rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly apartment rentals

Top guest favorite
A spacious living area features a light-colored sofa adorned with colorful cushions. A round coffee table sits centrally on a patterned rug, while large windows invite natural light. A charming dining set can be seen in the background, creating an open and inviting atmosphere.
Apartment in Holmes Beach
5 out of 5 average rating, 10 reviews

Sand & Sea Oasis: Condo with Private Beach Access

Guest favorite
A direct view of the Gulf shoreline is visible from the balcony, showcasing a sandy beach with beach chairs and umbrellas. A private pool is located below, surrounded by a patio area with several lounge chairs, creating an inviting setting for relaxation.
Apartment in Madeira Beach
4.88 out of 5 average rating, 69 reviews

Welcome to Gulf-Front Paradise!

Guest favorite
A bungalow exterior is depicted, featuring vibrant turquoise stucco walls under clear blue skies. Tropical palm trees provide shade near the entrance. Outdoor seating is visible, including a small table and chairs, surrounded by gravel and greenery, enhancing the island ambiance.
Apartment in Longboat Key
5 out of 5 average rating, 11 reviews

Longboat Key Bungalow

Guest favorite
A bright living area features a large window with views of the outdoors, allowing natural light to fill the space. A comfortable sectional sofa and an accent chair provide seating, while a wooden coffee table adds a touch of color. A sleek television is mounted on a stylish media console.
Apartment in Treasure Island
4.99 out of 5 average rating, 68 reviews

Beachfront Condo in Treasure Island

Guest favorite
A spacious living area features a modern sectional sofa with plush cushions in neutral tones. A circular coffee table rests on a soft area rug. A vibrant grass wall adds a touch of greenery, while a dining table with chairs is visible in the background.
Apartment in Holmes Beach
4.98 out of 5 average rating, 46 reviews

Luxury 2BD Oceanfront Condo + Private Parking

Guest favorite
A wide view of Madeira Beach showcases soft white sands meeting the turquoise waters of the Gulf. Sunbathers lounge on colorful beach chairs under a clear blue sky, while gentle waves lap at the shore's edge. Dunes with greenery are visible in the foreground.
Apartment in Madeira Beach
4.9 out of 5 average rating, 39 reviews

Amazing Ocean View, Pool @ Mad. Beach- John's Pass

Guest favorite
A sandy pathway is framed by tall grasses leading to a beach with gentle waves. Sun loungers are visible along the shore, while the bright blue sky features a few scattered clouds. The peaceful scene highlights the natural beauty of the coastline.
Apartment in Holmes Beach
4.95 out of 5 average rating, 38 reviews

AMI Ohana Beach Resort A with fabulous salt pool!

Guest favorite
A coastal view showcases a vibrant poolside area surrounded by lush greenery and palm trees. The inviting blue waters of the ocean are visible in the background, enhancing the outdoor space with a sunny, bright sky.
Apartment in Holmes Beach
4.93 out of 5 average rating, 30 reviews

Beachfront Anna Maria Island, Walk to Shops!

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Private apartment rentals

Top guest favorite
The image showcases a lively living area featuring tropical-inspired decor with large leaves and colorful artwork. A comfortable seating arrangement surrounds a glass coffee table adorned with fresh fruit and wine. The kitchen area is visible, equipped with modern appliances, enhancing the bright and airy vibe.
Apartment in Indian Rocks Beach
4.98 out of 5 average rating, 65 reviews

Coconut Grove Retreat, Steps from the Beach!

Guest favorite
A modern living area features light wood flooring and neutral walls. A gray sofa with colorful cushions faces a wall-mounted television. Natural light streams through plantation-style shutters. Organic-shaped wooden tables complement potted plants and decorative wall art.
Apartment in Holmes Beach
5 out of 5 average rating, 24 reviews

The Dolphin, Luxury Beach House, 1 Block to Beach!

Guest favorite
A well-organized kitchenette is presented, featuring a microwave, sink, and open shelving with various containers and glassware. The blue walls enhance the workspace, while a polished wooden countertop reflects ample light from the surroundings.
Apartment in Sarasota
4.79 out of 5 average rating, 105 reviews

Cozy and Private Studio Near Downtown & Beaches

Guest favorite
A cozy bedroom features a spacious bed adorned with a blue and white coral-patterned spread. A ceiling fan circulates air, and natural light filters through plantation shutters. White cabinetry provides ample storage, while a small desk with a mirror offers a functional workspace.
Apartment in Sunset Beach
5 out of 5 average rating, 8 reviews

Perfect Summer Getaway, Stunning Water Views #608

Superhost
A spacious sleeping area features a queen-size bed with a light blue patterned bedspread. A cozy armchair is positioned beside the bed, and window treatments allow natural light to brighten the room. Light wood flooring complements the neutral-toned walls.
Apartment in Lido Key
4.83 out of 5 average rating, 75 reviews

Lido Key FL Studio/Efficiency 5

Top guest favorite
An expansive view of the beach is framed by a black metal railing, showcasing palm trees swaying gently in the breeze. The ocean stretches out in the distance, with beachgoers seen enjoying the sandy shore under clear blue skies.
Apartment in Madeira Beach
5 out of 5 average rating, 27 reviews

Three Palms

Top guest favorite
A modern living area features a cozy brown sofa with decorative cushions. A large coffee table and poufs are arranged on a light wood floor, while a sleek kitchen with white cabinets and a mosaic backsplash is visible in the background. A balcony door allows natural light and views of the outdoors.
Apartment in Indian Beach-Sapphire Shores
5 out of 5 average rating, 19 reviews

Luxury oasis in Sarasota

Top guest favorite
A renovated kitchen area features dark cabinetry complemented by light backsplash tiles. A round table with four chairs occupies the center, while modern appliances, including a microwave and refrigerator, are neatly arranged. Natural light filters in through two windows, enhancing the welcoming atmosphere.
Apartment in Sarasota
4.96 out of 5 average rating, 27 reviews

Pied-a-Terre

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Apartment rentals with a hot tub

Superhost
An oceanfront balcony offers a unobstructed view of the beach and sea. Two stylish rattan chairs and a hanging egg chair are placed on the spacious balcony, creating a relaxing space to enjoy the coastal scenery.
Apartment in Indian Rocks Beach
4.88 out of 5 average rating, 57 reviews

Luxury Ocean Front Penthouse

Top guest favorite
A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.
Apartment in Bradenton
4.97 out of 5 average rating, 100 reviews

Sweet Retreat at Shorewalk!

Guest favorite
A light-filled living area showcases large windows that offer views of the outside. A comfortable sofa is positioned next to a wooden coffee table. A dining table with four chairs sits nearby, accompanied by a lamp on a side table, enhancing the space's functionality.
Apartment in Madeira Beach
4.89 out of 5 average rating, 122 reviews

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

Guest favorite
A bright living area features large glass doors that open to a waterfront balcony, allowing for expansive views. The space includes a comfortable sofa with floral accents, a coffee table, and a mounted television, all bathed in natural light from the windows.
Apartment in Treasure Island
4.91 out of 5 average rating, 34 reviews

White sands, water views POOL & SPA OPEN top floor

Top guest favorite
A serene lakeside view captures a vibrant sky at sunset, with hues of orange, pink, and blue reflected on the calm water. Silhouettes of wooden docks and poles are visible in the foreground, enhancing the tranquil atmosphere.
Apartment in Indian Shores
4.99 out of 5 average rating, 67 reviews

Lovely Rental Unit- 5min Walk to White Sandy Beach

Guest favorite
A charming terrace features a jacuzzi surrounded by wooden walls adorned with greenery. Soft lighting illuminates the space, creating a cozy atmosphere. Two turquoise chairs and a small blue table invite relaxation and conversation.
Apartment in Pinellas Park
4.79 out of 5 average rating, 163 reviews

“Oasis Terrace”

Top guest favorite
A shaded outdoor seating area is arranged with two light-colored chairs, a central table, and two small side tables. Potted plants add greenery, while soft cushions provide comfort. The wooden deck features a cool aqua color, enhancing a relaxed vibe.
Apartment in St. Petersburg
4.94 out of 5 average rating, 160 reviews

St.Pete Modern Retro Oasis

Guest favorite
A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.
Apartment in St. Petersburg
4.9 out of 5 average rating, 172 reviews

The Oasis

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Quick stats about apartment rentals in Longboat Key

  • Total rentals

    100 properties

  • Nightly prices starting at

    G$8,367 GYD before taxes and fees

  • Total number of reviews

    890 reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    90 properties have a pool

Destinations to explore