Condo vacation rentals in Pine Island

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Top-rated condo rentals in Pine Island

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Top guest favorite
Condo in Clearwater
4.97 out of 5 average rating, 135 reviews

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents 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.

Top guest favorite
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.

Top guest favorite
A doorway opens to a view of the coastal pathway, leading to a sandy beach area. Bright skies and a seating area are visible in the distance, framed by the entrance's surroundings and greenery at the base of the walls.
Condo in Indian Shores
4.98 out of 5 average rating, 120 reviews

Beachfront Steps to Sand - New Remodeled Bathroom

Escape to our cozy 1-bed, 1-bath gulfside condo for ultimate relaxation. We have a newly renovated bathroom with a walk-in shower. Unwind on the front porch or walk to the beach just moments away. Nestled in a peaceful coastal area, discover nearby restaurants within a 10-min walk. Short term or long term stays (ask for SNOWBIRD deals). NO Pets are allowed. Check local swim advisories. The community shower is located near the beach & round picnic tables. These tables are for the community.

Guest favorite
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, 161 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

Guest favorite
A serene terrace scene showcases a small table set with a wine bottle and two glasses, framed by two aqua-colored chairs. The calm lake reflects a vibrant sunset, while palm trees outline the horizon in the distance. A flock of birds is seen flying across the sky.
Condo in Zephyrhills
4.78 out of 5 average rating, 108 reviews

Breathtaking Sunset - Renovated Studio Saddlebrook

Relax in this fully Renovated large Studio, in the highly desirable SADDLEBROOK Golf & Tennis RESORT. The sudio features a beautiful terrace just on the lake with AMAZING VIEWS of the lake and golf green. For your comfort, a Queen bed with new mattress, a nice size kitchenette with: Refrigirator, Microwave, Large toaster-oven, coffee maker and sink. The Studio also offers a dining area, work space, and walk-in closet, as well as Wifi & Cable TV. In the Resort local restaurants and Pub.

Top guest favorite
A private balcony is shown with two wooden chairs, each featuring a light yellow cushion. A round table occupies the center, set with two glasses and small snacks. The view beyond extends to a sandy beach and calm blue ocean, under a clear sky.
Condo in Indian Rocks Beach
4.93 out of 5 average rating, 139 reviews

BEACHFRONT/Panoramic Views of the Gulf #202

Are you in search of a relaxing beachfront vacation or a one that is full of fun-filled activities? Either way, you've found it! This tastefully decorated beachfront awaits you. As you plan your day, start with breakfast on the balcony and be on the look-out for a dolphin. Ready for the beach? You're just a few steps away from the white sand and uncrowded beach. There are a variety of activities in the area to choose from for all ages. And don't forget about the sunsets to be enjoyed!

Top guest favorite
A spacious balcony is bordered by tall palm trees, offering a view of the calm Gulf of Mexico and white sand beach. The clear blue sky complements the serene ocean, creating a tranquil setting for relaxation.
Condo in Indian Rocks Beach
4.89 out of 5 average rating, 102 reviews

Gulf-View 2BR/2BA Beach Condo!

This Indian Rocks Beach Gulf Front Hamilton House building is located directly on unique Clearwater- St.Pete white sand beach with private beach access and heated pool, washer and drier in the unit. Our 3rd floor 1100 sq. feet 2 bedroom condo #207 offers a spacious balcony bordered with palm trees with northerly nice side view of the Gulf of Mexico and white sand beach that goes on for miles. Two assigned parking spaces (one under the building and second uncovered).

Top guest favorite
A shaded lounging area features a comfortable chair with a patterned cushion, facing a serene waterfront view. In the background, a dock extends into the calm water, surrounded by lush greenery and decorative plants.
Condo in Indian Rocks Beach
4.96 out of 5 average rating, 127 reviews

Villa Al Golfo Pristine Waterfront Oasis

Pristine villa in the lovely seaside Gulf town of Indian Rocks Beach, 2 short blocks to the beach & the Intracoastal in your backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio & your own indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam king bed & secured safe.

Guest favorite
A sandy beach is visible, featuring several blue umbrellas and lounge chairs arranged along the shoreline. Gentle waves can be seen in the calm water, while fluffy white clouds float in the blue sky above, creating a serene coastal atmosphere.
Condo in Indian Shores
4.93 out of 5 average rating, 162 reviews

Booking for July. Direct beach front!

Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.

Guest favorite
Two inviting armchairs are positioned facing a large sliding glass door, which opens to reveal a serene view of the ocean and beach. The soft evening light highlights the space, creating a calm atmosphere with gentle coastal tones.
Condo in Indian Rocks Beach
4.85 out of 5 average rating, 123 reviews

New Year Sale! Ocean Views!-15 Steps To The Sand!

Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

Top guest favorite
A clear blue sky hangs above a tranquil swimming pool surrounded by lounge chairs and greenery. The pool area overlooks a serene body of water, with a decorative fence and a flag gently waving in the background.
Condo in Indian Shores
4.93 out of 5 average rating, 218 reviews

4 beds garage Charming Condo - pool & beach access

Perfect, quaint and private two-bedroom townhome on the gulf. Stay on the beach with all the comforts of home. Enjoy beach access anytime but with the luxury of a two-car garage to explore the area without worry. Sit on the enclosed screened balcony to enjoy breakfast with treelined and sunrise views for a secluded escape or benefit from a fully renovated kitchen to cook whenever you please. We are fully committed to expert cleaning between guests.

Top guest favorite
A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.
Condo in Clearwater
4.99 out of 5 average rating, 148 reviews

Seasalt Breeze - Easy pool access, Free parking.

The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

Popular amenities for Pine Island condo rentals

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