Condo vacation rentals in Pine Island

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Top-rated condo rentals in Pine Island

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Top guest favorite
A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.
Condo in Orlando
4.98 out of 5 average rating, 213 reviews

Lakefront Resort Condo near Disney & Universal

Located minutes from Disney World and Universal Studios you are right in the middle of all the action with Disney Springs, Islands of Adventure,Sea World, Magic Kingdom,Epcot, two major outlet malls, and many other attractions .This resort style condo features a balcony overlooking beautiful Lake Bryan ,a large heated pool next to a Tiki bar with drinks/food menu.Concierge services for Park tickets available. Free parking ,24hr security. Free HBO & Netflix .No deposit required and no extra fees.

Top guest favorite
Condo in Clearwater
4.97 out of 5 average rating, 132 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.

Guest favorite
The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.
Condo in Indian Shores
4.94 out of 5 average rating, 127 reviews

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High WiFi, Premium TV, Garage Parking, Private Beach, Pool & Spa.

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.

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, 155 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

Top guest favorite
A modern living area features a light-colored sofa and dark accent chairs arranged around a central ottoman. A wall clock complements the artwork displayed above the couch, while the kitchen area is visible in the background, showcasing sleek cabinetry and appliances.
Condo in Paradise Lakes
4.83 out of 5 average rating, 150 reviews

Millers, BeOne Naturally Clothing Optional Premium

Relax in your birthday suit in a fun clothing-optional Paradise lakes Resort. Modern furniture sleeps up to 4 People with a King Size Bed and a leather sleeper sofa in living room with Memory Foam mattress. Full kitchen with refrigerator, oven range and microwave for cooking, coffee maker, washer and dryer for laundry, 2 TVs, and a bath tub for relaxing. The clubhouse 2 Swimming Pools, Hot Tub, events like Karaoke, Live Bands and more (fees vary by days of week). Thank you and enjoy!

Superhost
A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.
Condo in Clearwater Beach
4.9 out of 5 average rating, 397 reviews

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.

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, 119 reviews

Beachfront 1BR • Steps to Sand & Sunset Views

Escape to our cozy 1-bed, 1-bath seaside condo for ultimate relaxation. 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. Use Shower to wash off after beach use. Community shower is located on the pillar attached to the stilt home on the right if you’re looking towards the beach.

Top guest favorite
A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.
Condo in Indian Shores
4.97 out of 5 average rating, 106 reviews

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.

Top guest favorite
A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.
Condo in Tampa
4.95 out of 5 average rating, 332 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.

Guest favorite
A spacious living area features a dark sectional sofa and a large flat-screen television. Brightly colored artwork adorns the walls, and a glass coffee table adds a modern touch. Natural light enters through a sliding glass door, with views of the outdoor patio.
Condo in Gulf Island Beach and Tennis Club
4.91 out of 5 average rating, 102 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.

Guest favorite
A bright living area is furnished with comfortable couches and a round coffee table. A flat-screen TV is mounted on the wall across from the seating. Natural light enters through large windows and a door leading to the patio. Decorative items are placed on shelves.
Condo in Indian Rocks Beach
4.92 out of 5 average rating, 113 reviews

Beautiful condo on the beach with heated pool!

Location, Location, Location! Beautiful 2 bedroom plus loft, 2 bath townhome on the beach. Enjoy the most picturesque sunsets from your balcony or steps away on the white sandy beach. You will love the location situated in the town of Indian Rocks Beach walking distance to many amazing restaurants and shops. *Please note. December 2025 and January 2026 our pool will be getting redone. It will not be open for your use. The beach will be open 🏖️

Popular amenities for Pine Island condo rentals

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