
Condo vacation rentals in Pine Island
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Top-rated condo rentals in Pine Island
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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.
4.99 out of 5 average rating, 149 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
4.95 out of 5 average rating, 181 reviews
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.
4.98 out of 5 average rating, 182 reviews
Beachfront in exclusive resort
This upper floor, 3-bedroom modern chic condo hotel suite offers sweeping views of the Gulf of Mexico from private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the shrimp trawlers making their way out to sea. Enjoy a cocktail while watching the sunset over the open water of the Gulf of Mexico. This suite can sleep 8, with King or Queen-size beds in each of the three bedrooms, a comfortable full-sized sofa bed in the living room & 3-1/2 bathrooms.
4.91 out of 5 average rating, 337 reviews
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.
4.97 out of 5 average rating, 155 reviews
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.
4.95 out of 5 average rating, 386 reviews
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.
4.92 out of 5 average rating, 113 reviews
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.
4.72 out of 5 average rating, 548 reviews
Beachfront Condo | Gulf Views & Stunning Sunsets
Wake up to the sound of the waves and breathtaking Gulf views from this beautifully updated beachfront condo on the sugar-white sands of Indian Rocks Beach. This inviting 2-bedroom, 2-bath retreat features renovated bathrooms, unobstructed ocean views, and a private balcony perfect for morning coffee or unforgettable sunsets. Steps from the beach, it's the perfect escape for couples, families, and friends seeking the ultimate Florida Gulf Coast getaway.
4.82 out of 5 average rating, 104 reviews
Waterfront, Harbourside, Water Park, Beach, #8817
4 FREE daily water park passes and parking for one car are included! Just a 3/5 minute walk to the BEACH! This 3/2 condo comes with access to Splash Harbour Water Park. It is close to many restaurants and family-friendly activities. Great views of the Intracoastal from the unit's private 8th-floor balcony. A fully stocked kitchen that includes pots/pans, dishes, and even a stackable washer and dryer. A great place to bring the whole family!
4.83 out of 5 average rating, 269 reviews
On Private Beach! Full Kitchen, Ground Level Unit5
Fully remodeled in 2025! We are back and better than ever! On the Private Beach! Breathtaking Gulf views! 2 bedroom 1 bath unit +bunkbeds & patio leading to private beach, full kitchen 2 queen beds plus twin bunkbed. Sleeps 6 guests. We furnish linens, towels, toiletries, beach towels, beach chairs. 1 Free parking space included. See our 1 bedroom units, same location, Gulf Dreams unit 6 & Tide Vibes unit 7.
4.91 out of 5 average rating, 121 reviews
Beachfront Condo with Centerline Sunsets
Stunning beachfront condo on the gulf. Beautiful white sand beach with an on-site heated pool. Unit is located on the fourth floor with gorgeous views of the Gulf. The balcony has a unobstructed beautiful view of the entire beach. Walk right onto the sand and let the stress melt away !!
4.94 out of 5 average rating, 172 reviewsPopular amenities for Pine Island condo rentals
Weekly condo rentals

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views
4.86 out of 5 average rating, 142 reviews
Nautical Landings West-Honeymoon Island!
4.88 out of 5 average rating, 130 reviews
Beautiful Top Floor Condo in Indian Rocks
4.84 out of 5 average rating, 108 reviews
Best of the Gulf with a View - Sand Castle 1
4.78 out of 5 average rating, 206 reviews
#1- SALE! Nice 2/2 Condo-Directly on the sand!
4.95 out of 5 average rating, 107 reviews
Private Ocean View Beach Retreat with Balcony
4.98 out of 5 average rating, 170 reviews
Beautiful condo on the beach with heated pool!
4.91 out of 5 average rating, 137 reviews
Panoramic Gulf View Beachfront Condo
4.93 out of 5 average rating, 152 reviewsPet-friendly condo rentals

Millers, BeOne Naturally Clothing Optional Premium
4.84 out of 5 average rating, 169 reviews
Walk to Beach, Bars, and Restaurants Nearby
4.85 out of 5 average rating, 125 reviews
Steps 2 beach! Beachy and Luxurious! Easy Living!
4.95 out of 5 average rating, 346 reviews
Work Remote & Stay Beachfront
5.0 out of 5 average rating, 122 reviews
Surfside Villas - Apartment B
4.9 out of 5 average rating, 165 reviews
Innisbrook Condo 1st Floor next to Island Course
5.0 out of 5 average rating, 119 reviews
BBC216 - Gulf Breezes & Beachfront Vibes!
4.84 out of 5 average rating, 111 reviews
Beach Retreat I
4.92 out of 5 average rating, 198 reviewsCondo rentals with a pool

Waterfront, Harbourside, Water Park, Beach, #5520
4.94 out of 5 average rating, 163 reviews
Sandy Feet Retreat
4.86 out of 5 average rating, 311 reviews
Tampa Bay Waterfront Views Rocky Point
4.95 out of 5 average rating, 127 reviews
The Shack at IRB
4.93 out of 5 average rating, 112 reviews
Sea Side Sunsets Unit C
5.0 out of 5 average rating, 37 reviews
Last Minute August Deals! Beach Front Penthouse!
4.88 out of 5 average rating, 50 reviews
Beachfront Oasis / Pool, Beach Access & Ocean View
4.93 out of 5 average rating, 85 reviews
Wonderful Condo at Avalon - Fully Renovated!
5.0 out of 5 average rating, 73 reviewsDestinations to explore
- Miami Vacation rentals
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- Weeki Wachee Springs
- Raymond James Stadium
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- 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





