
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.

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.

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.

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!

Spacious Key West Retreat, Fun 2 BR, Resort Pool
🌴 😎 Stunning Key West Style Retreat featuring: - Memory Foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts. Enjoy beach 🏄♂️ vibes decor in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Relax in a Newly Renovated Beach Front Paradise
Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

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.

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.

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
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.

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...
Popular amenities for Pine Island condo rentals
Weekly condo rentals

Newly Reno Condo! Spot Dolphins from Your Balcony!

Tiki Themed Waterfront Condo on Tampa Bay

Panoramic Gulf View Beachfront Condo

Breathtaking Sunset - Renovated Studio Saddlebrook

Steps to Heated Pool • Near Beaches • Gated Condo

Luxury-Direct Beach Access-Updated

Beachside, Lux, 3 Minute Walk, Views Fam.-Friendly

Beachfront Steps to Sand - New Remodeled Bathroom
Pet-friendly condo rentals

Millers, BeOne Naturally Clothing Optional Premium

Steps 2 beach! Beachy and Luxurious! Easy Living!

Innisbrook Condo 1st Floor next to Island Course

Walk to Beach, Bars, and Restaurants Nearby

BBC216 - Gulf Breezes & Beachfront Vibes!

Beach Retreat I

Surfside Villas - Apartment B

Quiet Locale King Beds 1 Mile To Honeymoon Island
Condo rentals with a pool

Golf Cart, 2 bed 2 Bath, Heated Pool

Literally: 15 steps to the Pool, GroundFloor Condo

Avalon At Clearwater Friendly 2 Bedroom

End Unit Remodeled 3/2- We Are Open For Business!

1 BR 1 BA, bch frnt- Sept.26-Oct.7 now avail.

Sandy Feet Retreat

Indian Shores Awesome Coastal Beach Condo! 2Br/2Ba

Sea Side Sunsets Unit C
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- Weeki Wachee Springs
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Rainbow Springs State Park
- Amalie Arena
- Hard Rock Casino
- University of South Florida
- Dunedin Beach
- Epperson Lagoon
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Weeki Wachee Springs State Park
- Busch Gardens
- Splash Harbour Water Park
- Crystal River Archaeological State Park
- Fort Island Beach
- Three Sisters Springs
- Adventure Island
- World Equestrian Center
- Honeymoon Island State Park
- The University of Tampa
- Sunset Beach
- Fred Howard Park
- Tampa Convention Center





