Holiday rentals with beach access in Holiday

4.91 out of 5 average rating, 147 reviews

A scenic view is captured at sunset, showcasing vibrant hues in the sky. The beach can be seen in the distance, framed by two buildings. Soft lighting from a wall sconce illuminates the corner of the image.

Flat in Clearwater Beach

NEW! Ocean Breeze! 10 Steps 2 beach! Beach view!

AMAZING LOCATION! Located within crawling distance of the sugary white sands of the world famous Clearwater Beach! Beach views from the window right in the unit! Equipped with a Premium Hybrid King Size Mattress to ensure an amazing nights sleep. Located in a small building with just 6 units, only 1 house from the beach. Walking distance to practically everything including many great restaurants, bars, shops, Pier 60, the marina & more, yet still located on a quiet street. No car is necessary!

Guest house in Tarpon Springs

A comfortable living space includes a dark blue sofa with accent pillows and a coffee table. A dining area with wooden chairs is visible in the background, alongside a fully equipped kitchen. Light-colored cabinets and appliances complement the space.

4.87 out of 5 average rating, 116 reviews

Comfy 1BR Near Beaches & Sponge Docks

Enter your private oasis & enjoy our spacious 1 bd in scenic Tarpon Springs. Relax on the comfy couch or oversized chair. Treat yourself to free snacks, cold water & coffee, tea or hot cocoa w/ the Keurig in the fully equipped kitchen! Enjoy a hot shower or bath. Extra toiletries supplied. Games & books available. Comfortable Queen size bed ensures a great sleep. Only 3 miles from Howard Park Beach & Sponge Docks. Sunset Beach 1.3 miles. Innisbrook Golf Resort 3.9 miles! Private Entrance

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

4.98 out of 5 average rating, 291 reviews

Home in Largo

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

If you like pops of color, modern decor a FREE HEATED pool seasonally Oct 15-April 15 (80-85 degrees) HOT TUB , RARE SAUNA, TIKI BAR fire pit and everything new then this house is for you! BRAND NEW HOT TUB installed 4/2025!!! Very Close to shopping and beaches perfect dedicated vacation home! We are family owned and operated and dedicated to you and your vacation experience. Message me if you have any questions! SUPER FAST WIFI 753Mbps - (1 G if you plug into modem) verified by Airbnb

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.

4.92 out of 5 average rating, 145 reviews

The image captures an aerial view of a spacious two-story home in a serene setting. A pool is visible in the backyard, alongside a floating dock leading to a canal. Lush greenery and outdoor seating areas enhance the outdoor space.

Home in Hudson

Oasis Getaway

Relax with the whole family at this peaceful place to stay. Perfect Getaway with amazing sunset views from the upstairs balcony and a floating dock on a canal perfect for kayaking and manatee sight seeing. This canal will also take you straight to the ocean. Very spacious home with a tennis table located on the first floor and a beautiful pool to enjoy! Close to many attractions like Weeki Wachee Springs, Outdoor trails, a Marina, Water Park, Hudson Beach and great seafood restaurants.

4.94 out of 5 average rating, 155 reviews

The backyard features a heated pool with a unique shape surrounded by palm trees and vibrant flowers. Comfortable loungers are arranged for relaxation, while a thatched-roof gazebo offers shade. A spacious patio provides room for gatherings, enhancing the outdoor living experience.

Home in Apollo Beach

*Apollo Escape* – Canalfront Home + Private Pool

Escape to this canalfront pool home—perfect for families or groups looking to unwind and reconnect. With 4 bedrooms, 2 kitchens, a game room, and a private dock, there’s space for everyone to relax. Swim in the pool, grill in the backyard, or enjoy movie night in one of two living rooms. Just 30 minutes from Tampa and minutes to beaches, marinas, and waterfront restaurants—This dog-friendly retreat offers the Florida summer your family deserves.

4.77 out of 5 average rating, 183 reviews

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

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!

A modern living area features a comfortable sectional sofa and a light wooden coffee table, set on a neutral tile floor. Light-colored cabinetry and a well-equipped kitchen can be seen in the background, complemented by coastal artwork on the walls.

4.85 out of 5 average rating, 193 reviews

Crystal Sands I ~Seaside Serenity

Fully renovated in December 2024! Welcome to Crystal Sands Beach House at Indian Rocks Beach! Your home away from home in the small beach town of Indian Rocks Beach. This is the ultimate in clean modern beach decor. The best beach house location one block away to one of the finest beaches in Florida. Walking distance to great dining and casual night life. Enjoy the sunset while wiggling your toes in the softest white quartz sand.

Apartment in Indian Rocks Beach

A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.

4.97 out of 5 average rating, 154 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

5 out of 5 average rating, 224 reviews

A small outdoor seating area is depicted, featuring two bright green chairs and a matching table adorned with a potted plant. Lush green foliage rises around the space, creating a tropical ambiance. The background showcases a wooden fence and natural elements.

Guest suite in Largo

Cozy Private Bedroom Suite Private Entry King Bed

Spacious private master bedroom suite with private entrance and driveway! King bed. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to the rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! 30 minutes from Tampa airport and 20 minutes from Clearwater St Pete airport.

4.98 out of 5 average rating, 125 reviews

An aerial view of the tropical backyard reveals a spacious layout with colorful lounge chairs and umbrellas scattered across a gravel surface. Several dining areas, outlined by lush greenery, create inviting spots for relaxation and gatherings, surrounded by the tranquility of the natural setting.

Home in Tarpon Springs

Tropical Pool Retreat in Tarpon Springs

Welcome to your sun-kissed Florida escape! - 3 spacious bedrooms with king-size beds - Relaxing atmosphere with plush seating and smart TVs - Private heated saltwater pool and game room - Screened lanai for outdoor dining - Complimentary bikes for local exploration - Close to Tarpon Springs Sponge Docks and Fred Howard Park - Enjoy the vibrant neighborhood of Tarpon Springs

Popular amenities for rentals with beach access in Holiday

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.96 out of 5 average rating, 126 reviews

A stone-paved outdoor area features colorful lounge chairs and a small wooden dock extending over the water. Lush greenery frames the space, with palm trees swaying softly in the breeze under clear blue skies. Boats can be seen moored in the tranquil waterway.

Flat in Clearwater Beach

Anchors UP #3, WALK to Beach, 1 bed/1 bath

A roadside view of a pink cottage features large windows inviting natural light. A white door is visible, with two chairs placed on the gravel-covered area. Surrounding greenery enhances the outdoor space, while a parking lot provides convenient access.

4.95 out of 5 average rating, 210 reviews

Vintage Florida Beach Efficiency

4.9 out of 5 average rating, 106 reviews

A direct view of the Gulf shoreline is visible from the balcony, showcasing a sandy beach with beach chairs and umbrellas. A private pool is located below, surrounded by a patio area with several lounge chairs, creating an inviting setting for relaxation.

Flat in Madeira Beach

Welcome to Gulf-Front Paradise!

4.97 out of 5 average rating, 611 reviews

A modern living area features a stone accent wall, complemented by a large clock. Two comfortable sofas with black and red cushions surround a coffee table. A dining table for four is visible, along with a well-equipped kitchen in the background, enhancing the spacious feel.

Flat in Tampa

Cozy 2 BR "Rustic Chic" Hyde Park nook | KING bed

4.92 out of 5 average rating, 143 reviews

The living area features a spacious couch and a flat-screen television, with a soft area rug anchoring the space. Floor-to-ceiling sliding glass doors provide sweeping ocean views and direct access to the private balcony, creating an inviting connection to the beach.

Flat in Indian Shores

Ocean Front Condo!

Flat in Independence Square

A view from the balcony captures a stunning sunset over the Gulf, where vibrant hues blend in the sky. The sandy beach is visible below, with a winding path leading to the shoreline. Figures can be seen strolling along the beach, adding life to the serene scene.

4.96 out of 5 average rating, 183 reviews

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

A heated pool is surrounded by palm trees, with two blue sunshelf loungers partially submerged in the water. Spacious chaise loungers are positioned around the pool area, featuring a light-colored stone deck and privacy provided by a wooden fence in the background.

4.97 out of 5 average rating, 156 reviews

Triplex- 1 Block to Beach, Heated Pool, Putt-Putt

A spacious living room is presented with two blue sofas, accented by vibrant green and yellow pillows. A wooden coffee table sits centrally, illuminated by soft lighting from a nearby floor lamp. Natural light enters through a window with sheer curtains, enhancing the comfort of the space.

4.86 out of 5 average rating, 178 reviews

Best Location 2 -Close to Everything and the Beach

House rentals with beach access

4.92 out of 5 average rating, 196 reviews

Home in Largo

The Palm House | Free Heated Pool!

5 out of 5 average rating, 32 reviews

The exterior of the home features a welcoming entrance and landscaped yard, showcasing vibrant tropical plants and a decorative pathway. An inviting pool area includes seating along the deck, with loungers arranged for comfort. Scenic water views are visible from a nearby deck, with kayaks ready for use.

Home in Holiday

Gulf Access, Heated Pool, Near Islands, Beaches

4.92 out of 5 average rating, 109 reviews

An outdoor deck area is furnished with a glass-top dining table and four chairs, surrounded by vibrant potted plants. Lounge seating is positioned to one side, offering a relaxed space. The house is visible in the background, featuring a light exterior and a stylish mirror on the wall.

Home in Tarpon Springs

The Modern Farmhouse

4.93 out of 5 average rating, 251 reviews

A charming cottage exterior is surrounded by tropical trees and well-maintained grass. The building features a mix of blue siding and stone accents, while large windows offer natural light. A cozy patio area with lounge chairs invites relaxation.

Home in Spring Hill

Weeki Wachee, Florida Entire House- 2 bed 2 bath

4.83 out of 5 average rating, 109 reviews

A view of the private dock features wooden posts and a boat lift, with calm water reflecting the surrounding waterfront homes. The scene captures a mix of greenery and colorful buildings in the background, under a cloudy sky that hints at a serene atmosphere.

Home in Hudson

Hudson Beach waterfront house, boat lift, Tiki Hut

4.92 out of 5 average rating, 203 reviews

A charming pirate-themed home on stilts sits surrounded by lush greenery. The elevated structure features a porch with seating, providing a view of the tranquil river below, where kayaks can be seen ready for use. The inviting space offers a comfortable atmosphere for relaxation.

Home in Spring Hill

Weeki Wachee Pirate House - 6703 W. Richard Dr.

4.93 out of 5 average rating, 122 reviews

A wooden dock extends over the calm waters of Lake Tarpon, surrounded by lush greenery. The expansive blue sky and gentle waves create a serene ambiance, ideal for enjoying nature. The space offers direct access to the lake, enhancing the outdoor experience.

Home in Palm Harbor

Lakefront home near beaches w/ waterview, pets ok

4.97 out of 5 average rating, 130 reviews

Home in Hernando Beach

Saltwater Pool • Kayaks • Pedal boat + more!

Apartment rentals with beach access

Apartment in Indian Shores

A spacious balcony features two chairs and a round table, providing a stunning view of the Gulf. The horizon shows a clear sky above the tranquil water, with sunbathers visible along the beach. Lush greenery and a palm tree are seen framing the scene.

4.93 out of 5 average rating, 149 reviews

"Jewel At The Shores" Gulf Front, sleeps 5

Apartment in Madeira Beach

An aerial view captures the coastline with soft, sandy beaches meeting vibrant turquoise waters. Nearby, a boat glides through the water, while the shoreline is lined with a mix of buildings and natural landscapes against the backdrop of a colorful sunset.

4.83 out of 5 average rating, 100 reviews

Lovely-2 bedroom condo with 2 pools, Madeira beach

Apartment in Indian Rocks Beach

The inviting living space is furnished with a blue sofa, two armchairs, and a white coffee table. A starfish-patterned rug adds a nautical touch. Natural light filters through window blinds, illuminating the area. The open layout connects to the kitchen, visible in the background.

4.97 out of 5 average rating, 128 reviews

Beach Across the St | No Stairs |Parking in Front!

Apartment in Indian Rocks Beach

An enclosed, private deck features outdoor dining furniture and a beverage center. Sunlight filters through tall palm trees, and spacious lounge chairs offer a relaxing space. The transition to the indoor area is highlighted by glass doors, connecting the outdoor and living environments.

4.89 out of 5 average rating, 148 reviews

Beach Retreat II

Apartment in Clearwater Beach

4.99 out of 5 average rating, 127 reviews

Waterfront • 2 King Suites • Walk to Beach • Pool

Apartment in Indian Shores

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.

4.94 out of 5 average rating, 133 reviews

Tropical Beachfront Penthouse-Beach Cottages

Apartment in Treasure Island

An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.

4.99 out of 5 average rating, 212 reviews

Spectacular beach to bay views from this resort.