Condo vacation rentals in Pine Island

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Top-rated condo rentals in Pine Island

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Top guest favourite
A welcoming sign for Sawgrass Landing is surrounded by lush green landscaping and natural elements. The sign features decorative script and stylized plant graphics, indicating the entrance to the community.
Condo in Crystal River
4.99 out of 5 average rating, 134 reviews

Waterfront Condo in Sawgrass Landing

A unique setting surrounded by palm trees and water with a boardwalk to your front door. This quiet location is canal front with views to the Salt River. The Gulf of Mexico is accessible via Crystal River located just across the Salt River from the condo. Wonderful seafood restaurants and activities, such as kayaking, snorkeling, swimming with the manatees, scalloping, biking, golfing, saltwater and freshwater fishing are all available nearby. A public beach is located 4 miles from the condo.

Guest favourite
Several boats are docked alongside a wooden pier, surrounded by lush greenery and trees. A soft, golden light enhances the serene scene, while a rainbow stretches across the sky, adding a touch of color to the tranquil waters.
Condo in Crystal River
4.95 out of 5 average rating, 166 reviews

Retreat, waterfront condo/boat slip/pool

This exclusive complex offers old Florida charm. Raised boardwalks, pool, dock with boat slip, scallop cleaning station and abundance of wildlife to watch. Perfect for a couple, allows up to four. We offer breath taking sunrise and sunset floor to ceiling views. Kayaking, scalloping, birdwatching, fishing, golf and swimming with manatees are all available locally. Fantastic seafood restaurants, grocery stores, and shopping all close by. Come experience the best Crystal River has to offers

Top guest favourite
Condo in Clearwater Beach
4.99 out of 5 average rating, 127 reviews

Waterfront โ€ข 2 King Suites โ€ข Walk to Beach โ€ข Pool

Escape to Dock of the Bay! โœ… Two KING suites + sofa bed โœ… 5-minute walk to beach โœ… Waterfront views โœ… Full kitchen โœ… Heated pool & sun deck โœ… Beach gear & wagon โœ… Free parking! Discover your perfect couples or family retreat at Dock of the Bay! Enjoy spacious king suites with split layouts for privacy and extras including beach chairs, a beach wagon, and pack & play. Just steps from the beach, this condo offers many amenities, serene views, and warm hospitality for memorable vacations.

Guest favourite
An aerial view displays the beachfront condominium alongside Indian Rocks Beach, highlighting white sandy shores and a tranquil atmosphere. People can be seen enjoying the beach, with colorful umbrellas scattered across the sand. The proximity of the property to the shoreline is prominently featured.
Condo in Independence Square
4.88 out of 5 average rating, 374 reviews

Modern, Luxurious Beach Condo -Steps To The Beach!

Come enjoy your piece of paradise on this luxurious, newly renovated beach condo, just 40 steps from the beach! The condo has two bedrooms with two private baths, and a living space with an extra half bathroom. The recently updated kitchen has new stainless steel appliances, granite countertops, and a spacious breakfast bar. The living room has a 51 inch TV and 2 leather pull-out couches. Free private parking for two cars. Beach chairs, umbrellas, towels and 2 bicycles are included!

Top guest favourite
A scenic view of the Intra-Coastal Waterway features several boats docked along wooden piers, framed by palm trees. The clear blue water reflects the sky, while distant buildings line the shore, creating a tranquil coastal setting.
Condo in Clearwater Beach
4.86 out of 5 average rating, 293 reviews

Sandy Feet Retreat

Enjoy your stay with STUNNING VIEWS from your Very Own Balcony! This home is Fully Equipped and designed for your convenience. The Master Suite overlooks the Intra-Coastal & has its own Jacuzzi tub w/ separate shower. This End Unit allows ample lighting throughout. Located directly across the street from the infamous Shephards, and just steps to the Sugary White Sand, Clearwater Beach is known for! Walking distance to several Restaurants, Bars, Shops, & Tourist Attractions!

Top guest favourite
The inviting living space is furnished with a blue sofa, two armchairs, and a white coffee table. A starfish-patterned rug adds a nautical touch. Natural light filters through window blinds, illuminating the area. The open layout connects to the kitchen, visible in the background.
Condo in Indian Rocks Beach
4.97 out of 5 average rating, 128 reviews

Beach Across the St | No Stairs |Parking in Front!

Just 150 feet from the beach, this renovated 1 bedroom, 1 bath condo is the perfect coastal escape. Simply walk across the street to the beach, or explore several restaurants just a short stroll away. Enjoy parking directly in front of the unit and easy ground level access with no stairs. Inside, youโ€™ll find a comfortable, welcoming space to relax after a day in the sun. Ideal for couples or solo travellers looking for convenience, comfort and an unbeatable beach location.

Top guest favourite
A cozy living room features a sectional sofa and two accent chairs with colorful pillows. A round coffee table centers the space, while a large flat-screen television is mounted on the wall. Natural light streams through glass doors leading to the patio.
Condo in Bayshore Gardens
4.98 out of 5 average rating, 212 reviews

Location! 1 Block from Bayshore / SOHO / Hyde Park

Enjoy the best of South Tampa in this spacious 2-bedroom, 2-bath ground-floor condo just steps from Bayshore Boulevard. Features include a comfortable living space, large private patio, updated kitchen, and dedicated covered parking. Located three blocks from South Howard Ave with quick access to downtown, Amalie Arena, Ybor City, UT, and the Convention Center. Bay views included. Not available during Childrenโ€™s or Adult Gasparilla Parade weekends per HOA policy.

Guest favourite
A spacious balcony features two chairs and a round table, providing a stunning view of the Gulf. The horizon shows a clear sky above the tranquil water, with sunbathers visible along the beach. Lush greenery and a palm tree are seen framing the scene.
Condo in Indian Shores
4.93 out of 5 average rating, 149 reviews

"Jewel At The Shores" Gulf Front, sleeps 5

"Jewel at the shore"feels like you are in a snug resting place, your own nest, very homey with a breath taking Gulf view from the balcony. The gulf is right outside your door along with a year round heated pool, great on cool winter days. The unit is stocked with things youโ€™ll need; linens, towels, shampoo et., necessities for the beach, keurig and drip coffee, some pods to get you started. New balcony and sliders. Just beautiful and comfy

Guest favourite
An enclosed, private deck features outdoor dining furniture and a beverage center. Sunlight filters through tall palm trees, and spacious lounge chairs offer a relaxing space. The transition to the indoor area is highlighted by glass doors, connecting the outdoor and living environments.
Condo in Indian Rocks Beach
4.89 out of 5 average rating, 148 reviews

Beach Retreat II

This hidden gem is ideally located in beautiful Indian Rocks Beach across the street from the beach with just a short 2 min walk to the sugary sand shores of the Gulf of Mexico. This is a stylish, newly remodeled 2 bedroom (with king beds), 1 bath ground floor condo with 3 Smart TV's, and your very own enclosed, private deck with outdoor dining and beverage center โ€ฆ everything you need for entertaining outdoors 'Florida style'!

Guest favourite
A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.
Condo in Indian Rocks Beach
4.97 out of 5 average rating, 154 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Guest favourite
An aerial view captures the two-story complex surrounded by lush greenery, with the intracoastal waterway adjacent to the property. The coastline is visible in the distance, framing the serene waters and community structures that line the shore.
Condo in Indian Shores
4.94 out of 5 average rating, 117 reviews

Indian Shores Beach Getaway

Amazing two bedroom, two bath condo that is steps away (literally a 2 minute walk) from the beach and the intracoastal community fishing pier and heated swimming pool! Open floor plan boasts amazing views from the private , top floor balcony of protected conservation area and intracoastal waterway. Indian Shores is a wonderful coastal community we're happy to call our 2nd home!

Superhost
A balcony offers oceanfront views of the beach, showcasing gentle waves and a clear sky. Two chairs and a small table are positioned on the balcony, providing a space for relaxation and enjoyment of the scenery.
Condo in Indian Shores
4.79 out of 5 average rating, 192 reviews

Best of the Gulf with a View - Sand Castle 1

Enjoy the best of the Gulf at your Pristine vacation destination at Sand Castle 1. With Oceanfront Views enjoy the morning calm and the evening sunset. Nestled between the Gulf and the inlet, you have shops within walking distance, bike and kayak rentals, or the trolley. And the best part is the short walk to the beach, pool and hot tub, just steps off the elevator.

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