
Condo vacation rentals in Pine Island
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Top-rated condo rentals in Pine Island
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262*NEW! 3 beds x 2 bath. Amazing Waterfront Views
This is paradise, in Tampa Bay! All waterfront resort conveniently located at the Sailport, of Rocky Point Island! This updated and spacious condo offers 2 bedrooms and 2 bathrooms with a full kitchen and stunning views of the Bay. The condo comes equipped with amenities such as a heated geo-thermal pool, volleyball court, barbecue, fire pits, lounge areas, as well as a fitness outdoor area. It's prime location for entertaining guests, friends, and family. Your minutes from airports, and beaches

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.

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
No impact from hurricanes! - RECENTLY RENOVATED. This cozy 1 bedroom condo with a kitchen in Belleair Beach just steps from the sugar-white sand and crystal clear waters that are consistently ranked among America's most beautiful beaches! It has a lovely pool area that overlooks the gulf with a patio, chairs and grills. You’ll love the beachfront views and quiet ambiance. 3rd Floor, balcony with DIRECT BEACH/GULF VIEW. Minutes away from Clearwater Beach. Perfect for couples! ONE parking spot.

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

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

The Shack at IRB
*FULLY REMODELED!!! *TOTALLY SMOKE- FREE *WALKABLE BEACH COMMUNITY *PERFECT FOR COUPLES Come enjoy our quiet 1 bedroom condo with a cozy living room, full kitchen and very close beach access!! All beach items provided! Short stride to the property’s private pool, and a public Trolley that runs daily between Clearwater & St Pete Beaches. Easy stroll to many nearby restaurants, bars & shops. Includes wifi, stream Tv service & private stacked laundry. A very peaceful spot for a beach getaway!

Amazing views on beachfront
This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

Beach Haven in South Clearwater Beach
This unique two-story vacation rental with a loft is perfect for a large family or two. It has large panoramic windows with incredible views of the harbor from every bedroom and living space. The Dockside Condos are centrally located in South Clearwater Beach close to all the action of Shephard's nightclub, restaurants, sports bars, miniature golf and more, as well as being only two blocks to the beach. Come and enjoy this condo just one block from the white sands of Clearwater Beach.

Modern Waterfront Condo - Captivating Sunset Views
This waterfront one bedroom condo will be your perfect place to relax and make new beautiful memories whether is for holiday or business. It has a fully equipped kitchen. Laundry and dryers are coin operated located at third floor. Guests are allowed to use resort’s common areas like heated pool, fire pit bar/ restaurant. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach.

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, you’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.

Florida Breeze
If you are looking to stay in a quite and safe place here in the Sunshine estate, this may be the right place for you. This a gated condo with beautiful sunset offer lot of amenities . Kick back relax enjoy a nice cold beverage while watching the sunset and you might see a some dolphins. This location is 28 miles from honeymoon island ,36 miles from clearwater beach and 15 miles from weeki wachee spring. There is also great restaurants nearby and trail walks.

Waterfront Condo | Steps to Clearwater Beach 2King
Wake up to stunning waterfront views in this luxurious 3BR/2BA intercoastal condo, just steps from Clearwater Beach! Watch dolphins from your private balcony, relax in the pool or hot tub, and enjoy a spacious kitchen perfect for family meals. Walk to white-sand beaches, 5-star dining, and local attractions, close to the action, yet peacefully tucked away. Modern decor, 1,650 sqft of comfort, and unforgettable sunsets await. Book your beach escape now! :)
Popular amenities for Pine Island condo rentals
Weekly condo rentals

Tranquil Location King Beds Off Dunedin Causeway

Upscale Oceanfront Paradise 202

Beachfront Dream Condo

Two Bedroom Deluxe, Clearwater A400

Cute Country Hudson Suite

The Sea Turtle Suite 𓆉 Corner Unit with Bay Views

Beachfront Bliss! Directly on Gulf with pool!

Sonrisa 1 - | Beachfront Condo in Belleair Beach
Pet-friendly condo rentals

Beautiful 3 Bedroom Condo w/ all the amenities!

Lovely Condo minutes from beach & King bed

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

Beach Retreat I

Walk to Beach, Bars, and Restaurants Nearby

Wafflemaker Waterfront condo 2BR full ensuite pool

Beach Retreat #24 • Walk to Beach + Pool

Bayshore Hyde-Away (King Bed)
Condo rentals with a pool

Relax in a Newly Renovated Beach Front Paradise

"Jewel At The Shores" Gulf Front, sleeps 5

Sunset Nest: Two Bedroom Condo with Sunset Views

Beachfront balcony view heated pool hot tub

Heron's Hideaway- Studio by the bay!

Tropical Beachfront Penthouse-Beach Cottages

Beach Front Madeira Beach

Spectacular beach to bay views from this resort.
Destinations to explore
- Seminole Vacation rentals
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- Panama City Beach Vacation rentals
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Weeki Wachee Springs
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Rainbow Springs State Park
- Hard Rock Casino
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- University of South Florida
- Fort Island Beach
- Busch Gardens
- Splash Harbour Water Park
- Adventure Island
- Crystal River Archaeological State Park
- Yuengling Center
- Weeki Wachee Springs State Park
- Fred Howard Park
- Three Sisters Springs
- Ben T Davis Beach
- World Equestrian Center
- MidFlorida Credit Union Amphitheatre





