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Beachfront vacation rentals in Casey Key, Florida

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Vacation rentals for every style

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Popular amenities for Casey Key, Florida beachfront rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Pet-friendly beachfront home rentals

Guest favorite
A private heated pool is surrounded by lush tropical landscaping, featuring comfortable lounge chairs positioned on a sunlit travertine patio. The vibrant blue waters of the pool reflect the clear sky, while the inviting cottage entrance is framed by large green doors.
Home in Siesta Key
5 out of 5 average rating, 7 reviews

Toes In The Sand | Private Pool, Walk to Beach!

Top guest favorite
An aerial view captures the vibrant neighborhood surrounding the vacation rental. Beach access is visible beyond the homes, along with a stretch of sandy shoreline and crystal-clear water. The layout shows various residential buildings and palm trees dotted throughout the area, creating a welcoming coastal atmosphere.
Townhouse in Siesta Key
5 out of 5 average rating, 39 reviews

100 Steps to beach access & 5-min Village walk

Top guest favorite
A welcoming entryway showcases a wooden wall adorned with a decorative sign reading 'Lu's Lookout.' Two dog leashes hang from a mounted hook, alongside a leash holder shaped like playful dogs, creating an inviting atmosphere for pet owners.
Home in Placida
5 out of 5 average rating, 67 reviews

Lu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI

Superhost
An aerial view captures a coastal condo complex nestled along a sandy beach. The vibrant turquoise waters of the Gulf of Mexico meet the shore, framed by lush greenery and winding pathways. Nearby structures feature a blend of nature and architecture, embodying a serene coastal lifestyle.
Condo in Englewood
4.93 out of 5 average rating, 137 reviews

Gulf Side Condo Englewood Florida

Superhost
The home's exterior is softly illuminated by warm lights, highlighting the paved driveway and tropical landscaping. Tall palm trees and lush greenery surround the entrance, creating a serene atmosphere. The modern roof adds a contemporary touch, enhancing the inviting appearance of the property.
Home in Longboat Key
4.88 out of 5 average rating, 124 reviews

Summer House longboat key

Top guest favorite
A spacious living area is highlighted by a comfortable brown leather sectional sofa, accompanied by a round coffee table. Large glass doors open to a patio area, allowing natural light to flood the room, with a serene beach scene displayed on the adjacent wall.
Home in Siesta Key
5 out of 5 average rating, 14 reviews

Key Casa on canal, 3bd 2 bath, 0,5 miles f Siesta

Superhost
A light blue two-story beach cottage features a spacious front deck with two umbrellas and outdoor seating. The lower level includes a concrete driveway leading to two garage doors. Lush greenery and palm trees surround the property, providing a tropical ambiance.
Cottage in Englewood
4.84 out of 5 average rating, 115 reviews

Free Kayaks/bikes/walk to beach/pet friendly #3

Superhost
A vibrant outdoor area features a cozy splash pool surrounded by a stylish deck. Colorful pink lounge chairs are arranged nearby, and a large, eye-catching mural depicting marine life and a ship creates a captivating backdrop.
Home in Siesta Key
4.8 out of 5 average rating, 104 reviews

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

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Beachfront home rentals with a pool

Top guest favorite
Condo in Englewood
4.96 out of 5 average rating, 114 reviews

Sunset Beach

Top guest favorite
A clear view of the ocean is presented, complemented by lush greenery in the foreground. Buildings line the coastline, and a blue sky with light clouds enhances the scene, creating an atmosphere of tranquility and connection to nature.
Condo in Siesta Key
5 out of 5 average rating, 17 reviews

Penthouse Expansive Ocean Views

Guest favorite
A central pool area is surrounded by lush palm trees and greenery, offering a spacious swimming pool with sun loungers arranged around its edge. The buildings on either side provide shaded balconies, contributing to a relaxed atmosphere within the community.
Condo in Siesta Key
4.91 out of 5 average rating, 54 reviews

Cozy Top-Floor Stay on Siesta Key + Bikes

Guest favorite
An inviting pool area is surrounded by landscaped greenery and palm trees. Bright blue lounge chairs are arranged around the swimming pool on a paved deck. The building's modern architecture is visible in the background against a clear blue sky.
Condo in Siesta Key
4.95 out of 5 average rating, 122 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

Top guest favorite
A pathway lined with colorful plants leads to a gated swimming pool area surrounded by lush palm trees. The pool is visible through the white fence, contributing to a serene and inviting environment.
Apartment in Longboat Key
4.95 out of 5 average rating, 103 reviews

Longboat Key-OCEAN FRONT- on the beach

Guest favorite
A spacious community pool is surrounded by a paved deck and overlooks palm tree greenery. The clear blue water reflects a partly cloudy sky, offering a refreshing atmosphere for relaxation. Nearby lounge chairs are arranged along the poolside.
Condo in Venice
4.96 out of 5 average rating, 101 reviews

Vintage Villa, Thirty-Five

Guest favorite
Apartment in Sarasota
4.89 out of 5 average rating, 282 reviews

VILLA 3 · Pool view. Walk to beach. Daily rentals

Superhost
An outdoor pool is framed by elegant lounge chairs and palm trees, reflecting a clear blue sky. The building stands in the background, featuring a light yellow facade and curved balconies, contributing to a relaxed resort ambiance.
Apartment in Sarasota
4.86 out of 5 average rating, 119 reviews

Luxury King Suite

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Private beachfront home rentals

Top guest favorite
An aerial view captures The Surof House situated directly across from the expansive Gulf of Mexico. The property features a beachside setting with sandy shores and gentle waves. Palm trees and nearby vehicles are visible, enhancing the coastal ambiance.
Home in Bradenton Beach
4.99 out of 5 average rating, 70 reviews

Beach front! Sunsets + Bridge Street+ Restaurants!

Guest favorite
A broad view of Siesta Beach reveals soft white sands and vibrant blue waters, with various beachgoers enjoying the sun. Colorful umbrellas and beach tents are scattered along the shore, and several groups can be seen lounging on towels. The tranquil ocean meets the coastline seamlessly.
Apartment in Siesta Key
5 out of 5 average rating, 27 reviews

Good Vibrations - stay ON the beach in Siesta Key!

Guest favorite
The charming exterior of the Turtle Cottage showcases cheerful yellow siding, complemented by white railings and a small porch area. A decorative turtle motif is mounted on the wall, adding a coastal touch. The front door is framed by a simple overhang, enhancing the inviting entrance.
Cottage in Nokomis
4.92 out of 5 average rating, 93 reviews

The "Turtle Cottage" - a charming beachy retreat.

Top guest favorite
A spacious bedroom features a large bed with decorative pillows, complemented by a green ottoman at the foot. Natural light pours in from sliding glass doors that open to a balcony. A ceiling fan and bedside lamps add functional ambiance, while light-colored walls create a serene atmosphere.
Apartment in Sarasota
5 out of 5 average rating, 10 reviews

Cozy 1 bedroom a block from Lido Beach

Guest favorite
A sandy path lined with vibrant greenery and blooming plants leads towards the beach. Tall palm trees sway gently in the breeze under a clear blue sky, creating a serene atmosphere that invites a leisurely stroll.
Villa in Englewood
5 out of 5 average rating, 52 reviews

Ocean View Villa Manasota Key

Guest favorite
An outdoor area features a crystal-clear pool surrounded by paver stones. A set of six wooden chairs and a table are positioned nearby, complemented by two lounge chairs. The exterior of the vacation home displays a vibrant blue-green facade with large windows reflecting the sunlight.
Home in Anna Maria
5 out of 5 average rating, 5 reviews

Sea Shack - 2bd/2ba POOL Home

Top guest favorite
An aerial view of a vintage beach cottage surrounded by palm trees and white gravel. Nearby, a stretch of sandy beach meets the turquoise water. The vibrant blue sky is dotted with fluffy clouds, enhancing the coastal setting.
Cottage in Englewood
5 out of 5 average rating, 22 reviews

Manasota Beach Cottage

Guest favorite
A panoramic view of the Gulf of Mexico is visible, showcasing a sandy beach meeting turquoise waters under a bright sky. The expansive shoreline is bordered by palm trees, with sunbeds arranged along the beach, creating a serene atmosphere.
Condo in Longboat Key
5 out of 5 average rating, 6 reviews

Perfect Beach View Large 2 bedroom

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