
Condo holiday rentals in Pine Island
Find and book unique condos on Airbnb
Top-rated condo rentals in Pine Island
Guests agree: These condos are highly rated for location, cleanliness and more.

Innisbrook Condo 1st Floor next to Island Course
Host is picking up the 14.1-16.5 Airnbn service fees. Innisbrook Gated Golf Resort we have a 1st floor Condo w/walk-out patio. Close to beaches with family activities, restaurants and dining. You’ll love our place because of the location, the ambiance, the neighborhood, the outdoors space, etc. *Please be advised that the amenities; pools, tennis, golf are only available to owners w/ membership and not guests of AirBnb unless a member is with you. Bars/Restaurants are open to airbnb.

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.

Five Star Beachfront Condo Newly Renovated
A newly transformed beachfront Condo offers five-star accommodations in sleepy Indian Shores, Florida. This is the second renovated unit by a Superhost/owner. This unit is only feet from the beautiful white sand & crystal clear water. The sunsets are epic from the balcony. Several great restaurants & bars are within walking distance of your front door. Amenities include a fully stocked kitchen, heated pool, SmartTV's, high speed Wi-Fi, reserved parking and only minutes from the Tampa airport.

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 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.

Sunset Beachfront Retreat | Steps 2 Sand & 5*s
Beachfront & Beautiful Gulf Views - EVERY Room ★Gorgeously updated ★Stunning views from balcony & interior ★ Private beach access ★Hotel Like Amenities: TVs in all rooms, Toiletries, Coffee provided, Pickle Ball & Tennis ★ Walkable to restaurants, stores & Trolley stop ★ Beach equipment provided ★ Fully-stocked kitchen & Laundry in-unit ★ High-speed internet & workspace ★ Kid & Dog-friendly ★ New landscaping, pool deck & court resurfacing

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...

Steps to Beach, Heated Pool, Spacious 2/2, King bd
Beautifully updated spacious condo overlooking the intracoastal, just steps from the white sands of the Gulf and Indian Shores. Convenient to shops, bars & restaurants. Fully equipped kitchen, dining table with extensions. Oversized master bedroom with ensuite, king bed, walk-in closet, work desk & access to balcony. pool & fishing dock with direct access to intracoastal, great for kayaking!
Popular amenities for Pine Island condo rentals
Weekly condo rentals

2BR | Oceanfront, Backyard Beach, Fully Equipped

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

Beachfront Oasis / Pool, Beach Access & Ocean View

Beachfront Dream Condo

Beachfront Steps to Sand - New Remodeled Bathroom

Panoramic Gulf View Beachfront Condo

10 Pipers III Beachfront Condo w/ Views

Indian Shores Gulf Front Rental
Pet-friendly condo rentals

Belleair Beach 215 Beachfront Gem Steps from Sand

Beautiful 3 Bedroom Condo w/ all the amenities!

Ocean Breeze • Easy - Heated Pool Access

WATERFRONT•Pool Table•3 Min Walk to Beach•BBQ•SUPs

Beach Retreat II

Walk to Beach, Bars, and Restaurants Nearby

SHEEK and Glam- heated pool Updated! 3 mi to beach

Steps 2 beach! Beachy and Luxurious! Easy Living!
Condo rentals with a pool

Gorgeous Beach Condo | Water Views, Pool, Hot Tub

The Chubby Mermaid!

Spacious contemporary Beach Condo - oceanfront

Cozy Gulf Island Resort Condo #603 in Hudson

Four Shores #1 Beach Condo Direct Gulf w Pool&Spa

Sandpiper Cove 501- Amazing water views!

The Seascape Premier Beachfront Cottage-Gulf View

Beachfront Bliss! Directly on Gulf with pool!
Destinations to explore
- Miami Holiday rentals
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- Tampa Holiday rentals
- Destin Holiday rentals
- Hollywood Holiday rentals
- Savannah Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- Weeki Wachee Springs
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Rainbow Springs State Park
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Hard Rock Casino
- University of South Florida
- Epperson Lagoon
- Sand Key Beach
- Weeki Wachee Springs State Park
- MidFlorida Credit Union Amphitheatre
- Busch Gardens
- Splash Harbour Water Park
- Fort Island Beach
- Three Sisters Springs
- ZooTampa at Lowry Park
- Crystal River Archaeological State Park
- Adventure Island
- World Equestrian Center
- Pier 60
- Honeymoon Island State Park
- Fred Howard Park





