Holiday rentals with beach access in Pinellas County

4.8 out of 5 average rating, 267 reviews

Cottage in Madeira Beach

2 bed/1 bath Hummingbird Beach Cottage (4 beds)

This lovely beach bungalow has all the updates, including a walk-in shower, on-demand hot water, quartz and stainless steel appliances. Comfortable, clean, and cozy. Two queen beds and two full sofa sleepers! The beach is just a short walk across Gulf Blvd and views of million-dollar homes, piers, and sunsets to die for! Great shell collecting. Fantastic location with lots to walk to. Groceries, Dollar store, bars, restaurants, and coffee are all walkable. Just under two miles to John's Pass.

A spacious backyard is featured, showcasing a heated saltwater pool surrounded by a large paver deck. Lush green grass fills the area, bordered by well-maintained landscaping. Tall trees provide shade in the background, contributing to the serene outdoor environment.

4.97 out of 5 average rating, 101 reviews

JOJO'S Beachside 1Acre Estate-New Heated Pool

LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

4.98 out of 5 average rating, 164 reviews

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

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

4.92 out of 5 average rating, 196 reviews

Home in Largo

The Palm House | Free Heated Pool!

Come enjoy our newly renovated pool! Our updated home is ideally situated just a few minutes from local beaches, restaurants, and entertainment, making it a perfect home base for your Florida visit. The backyard boasts a newly renovated heated pool, outdoor shower and screened patio. Our bright living room offers a comfortable space to unwind after a long day, and our kitchen is fully stocked with cookware, utensils and a coffee station for your convenience. Updated pool pics coming soon!

4.91 out of 5 average rating, 116 reviews

The bedroom features a spacious bed covered with a light blue quilt and decorative pillows. Two bedside tables with lamps are positioned beside the bed. Windows with light curtains allow natural light to fill the room, accentuating the neutral wall color and warm wooden floor.

Home in St. Petersburg

Comfortable House for families near beaches

Our bright & open home is perfect for a family vacation, warm escape for remote workers or seasonal stay! Spacious bedrooms, 2 full baths, well-equipped kitchen, washer/dryer and large fenced yard in quiet neighborhood provide the comforts of home. A short drive to all St. Pete has to offer! - Beach: 12 min - Downtown restaurants, museums, shopping: 20 min - Walter Fuller Park/Pool: 6 min - Publix grocery or Target: 4 min - Disney: 90 min - Busch Gardens: 40 min - Tampa Airport: 30 min

4.99 out of 5 average rating, 198 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

An open-concept living area is highlighted by two large couches facing a coffee table on a textured area rug. A modern electric fireplace is mounted on the wall beneath a large smart TV. The adjoining kitchen features white cabinets and a blue accent island, creating a welcoming environment.

4.98 out of 5 average rating, 222 reviews

This IS IT! FREE Heated Pool 4BD/2BA 3 King beds

*****April 12 to April 17 the swimming pool will not be available to use. It will be undergoing resurfacing. Therefore, the home is listed at an extreme discount during these days ****** SHOW STOPPER best describes your absolutely gorgeous remodeled 4 bedroom 2 full baths FREE HEATED POOL home. We do not charge extra to heat the pool. We are 5 min to gulf beaches! Your home has everything you need for your relaxing vacation.We are a 5 min drive to the closest beach.

A modern living area features a large sectional sofa adorned with decorative pillows. A round coffee table sits at the center, displaying a small plant and snacks. Bright red chairs are positioned near a window, complemented by a light and airy ambiance from natural light.

4.91 out of 5 average rating, 299 reviews

Beachy Home Minutes from sugary sand beaches

Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!

A serene outdoor space features a heated saltwater pool surrounded by a screened enclosure. Lounge chairs are positioned poolside, and a children's swing set is visible in the background. The vibrant sunset creates a warm ambiance over the tranquil setting.

4.95 out of 5 average rating, 133 reviews

Sleeps 8 Near Beach | Pool + Game Retreat

Discover your tropical retreat at Paradise Palms in Seminole! This newly renovated, pet-friendly home features a game room, outdoor dining, and a sparkling, saltwater swimming pool - with heating provided at no extra cost. mid Oct- April. Just minutes from Madeira Beach, we've equipped you with all the beach essentials for your convenience. Professionally hosted by Tropical Oasis, FL, we've meticulously prepared all the essentials to ensure a memorable stay.

The outdoor space features a heated pool surrounded by eight sun loungers, umbrellas, and a BBQ area. Inflatable floats rest on the water, while a spacious patio holds dining tables and chairs. Lush grass surrounds the pool, enhancing the inviting atmosphere.

4.9 out of 5 average rating, 162 reviews

8 Min to Beach! Heated Pool, Fire Pit, Game Room

Just a short drive to the beach, this home has all the entertainment you could ask for! Heated pool, game room, pool table, arcade games, fire pit, mini golf, and much more! This tropical villa is in a great, quiet location within minutes to some of the most beautiful beaches in the country. A true dream vacation! 4 min - Walsingham Park 6 min - Beautiful beach access 20 min - Clearwater 30 min - Tampa Experience Seminole With Us & Learn More Below!

Superhost

A spacious saltwater pool stretches across the backyard, bordered by a paved area featuring lounge chairs. Lush greenery, including palm trees and a nearby canal, enhances the serene outdoor setting under a clear blue sky.

Villa in St. Petersburg

4.77 out of 5 average rating, 183 reviews

Dolphin Cove Waterfront St. Pete Beach w/ Pool

THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!