Holiday rentals in Gandy

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Top-rated holiday rentals in Gandy

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

The living area features a comfortable sofa paired with a round coffee table, complemented by wooden flooring. A dining table with black chairs is visible, along with a small work desk and shelves showcasing artwork. Natural light filters through the nearby window.

Guest house in St. Petersburg

4.85 out of 5 average rating, 226 reviews

Casa Magnolia- Cute and spacious remodeled unit

Perfect St. Petersburg getaway! This spacious and completely remodeled unit is located in a quiet residential area but is close to everything the area has to offer. Downtown St. Pete with it's new pier, spa beach, waterfront parks, many restaurants and breweries is less than 5 miles away. Sawgrass Park and Weedon Island Nature Preserve (~2 miles) offers great nature trails, kayaking, fishing and birding options. Some of the best beaches in the world are less than 30 minutes away. TPA is 20 mins.

Top guest favourite

Guest house in St. Petersburg

4.97 out of 5 average rating, 243 reviews

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

Guest favourite

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

4.95 out of 5 average rating, 193 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top guest favourite

A charming guest house exterior is showcased, featuring a sloped roof and large glass doors. The inviting solarium area displays comfortable seating arrangements. Lush green plants are positioned beside the entrance, and the space is surrounded by well-maintained artificial grass, enhancing the outdoor atmosphere.

Guest house in Tampa

4.95 out of 5 average rating, 376 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

Enjoy this small and beautiful Oasis, a perfect hideaway to forget about the noise of the city, relax with the aroma diffusers and your favorite music; In the mornings fall in love with our solarium while having a good coffee. We are located in South Tampa just 3 minutes away from the MacDill Airbase. 5 min Picnic Island Park, 10 min Port Tampa Bay Cruise and Downtown, 15 min International Airport. 15 min Raymond James Stadium, 40 min Clearwater Beach. Free Parking for up to 2 cars.

Guest favourite

A well-designed fire pit area is surrounded by vibrant landscaping, featuring five blue adirondack chairs positioned around a stone circle. Lush palm trees provide a tropical ambiance, and a gravel path leads to the space, inviting relaxation in the private backyard.

Guest house in St. Petersburg

4.85 out of 5 average rating, 412 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

Guest favourite

A warm and inviting living area features a spacious sofa with contrasting cushions, complemented by a striking piece of wall art. A wooden coffee table sits atop a patterned rug, with natural light streaming through large windows draped in dark curtains.

Home in Bayshore Beautiful

4.89 out of 5 average rating, 154 reviews

Winter Season Getaway by the Bay, Close 2 Downtown

Steps from Bayshore & SOHO. Experience a blend of historic character and modern comfort. This revitalized bungalow, located in one of South Tampa's most desirable neighborhoods, offers a unique escape. It features a cozy sanctuary perfect for Tampa adventures. The front porch is ideal for morning coffee. The expansive ceilings, a gorgeous chandelier, and natural wood tones create a relaxing atmosphere. Scenic strolls along the waterfront are steps away. Book an unforgettable stay today!

Top guest favourite

Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.

Cottage in Tampa

4.98 out of 5 average rating, 265 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Top guest favourite

A cozy sleeping area features a queen-size bed adorned with soft linens and towels neatly placed on the bed. A large flat-screen TV sits on a modern dresser. Natural light enters through the window covered by navy curtains, and the room is complemented by a contemporary ceiling fan.

Flat in St. Petersburg

4.95 out of 5 average rating, 225 reviews

Cozy Studio Saint Petersburg

Take a break and unwind at this peaceful oasis.This stylish place to stay is perfect for two people. (air mattress available upon request if there is a 3rd guest). Only 7 min away from the downtown St Pete, 15 min from TIA, 20 min from st pete beach , . this spacious studio is made for you and your family with all of the amenities needed for a relaxing vacation. It features a queen size bed and newly renovated bathroom, new Kitchen No parties allowed. No smoking 🚭 Pets allowem

Guest favourite

Home in St. Petersburg

5.0 out of 5 average rating, 10 reviews

Modern Coastal Home

Welcome to this beautiful Key West–style modern coastal home just minutes from Tampa Bay! Conveniently located near downtown St. Petersburg, downtown Tampa, airports, restaurants, shopping, and the Gulf beaches. This fully renovated 2,400-sq-ft home features 3 bedrooms, 3 bathrooms, a 2-car garage, a designer kitchen, and a large entertainment area perfect for relaxing or celebrating with family and friends. Check out the photos and fall in love with this stylish coastal getaway.

Guest favourite

A modern living area features a comfortable sofa and two upholstered blue chairs. A wooden coffee table with decorative items sits in the center. Light filters in through the window, illuminating the space, which is complemented by a neutral wall color and well-placed lamps.

Home in Tampa

4.93 out of 5 average rating, 148 reviews

Tampa’s Comfy Cozy Home - Location & Amenities!

Your modernly updated & ideally located home will provide everything you may need:★OUTDOOR RETREAT with Grill, Hammocks & Pond★CHEF'S KITCHEN fully equipped ★dedicated OFFICE/WORKSPACE/PLAYROOM★comfy & functional living, dining & sleeping amenities. Very desirable Tampa neighborhood with quick access to Downtowns Tampa or St. Pete, Westshore/Airport areas, MacDill AFB, nightlife/sports/shopping/entertainment venues and Bay area beaches. EV charging capability available.

Guest favourite

Flat in Historic Old Northeast

4.86 out of 5 average rating, 100 reviews

Modern Retreat w/ Patio Near Downtown

🌴 Top-floor condo near Crescent Lake + 5 min to downtown Stay in a bright, stylish 2BR retreat just minutes from downtown St. Pete. Enjoy peaceful lake views from your private patio, with Crescent Lake Park steps away and Beach Drive, dining, and nightlife close by. ✔ King bed + high-end finishes ✔ Private patio with lake views ✔ Fast WiFi + smart TVs ✔ Free parking + pet-friendly Relax in a quiet, elevated space—close to everything, but away from the noise.

Top guest favourite

A peaceful outdoor area is surrounded by lush greenery, featuring palm trees and vibrant plants. A simple table and chairs are positioned beneath a canopy, providing a shaded space for relaxation. A whimsical flamingo decoration adds a playful touch to the serene environment.

Guest suite in Clearwater

5.0 out of 5 average rating, 124 reviews

Clearwater Studio Getaway

Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!