Holiday rentals with beach access in Bay Pines

4.95 out of 5 average rating, 134 reviews

An outdoor patio area features a dining table adjacent to a heated pool. Lounge chairs are positioned nearby, under a screen enclosure. The pool is framed by a laid stone surface, with a view of lush greenery beyond the surrounding fence.

Villa in St. Petersburg

Heated Pool! Huge Walk In Shower! 5 min to beach!

Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

Guest suite in Treasure Island

A bright living area features large windows with wooden blinds, allowing natural light to illuminate the space. A comfortable seating arrangement is surrounded by indoor plants, while a dining table is positioned alongside a small television. Decorative touches enhance the inviting ambiance.

4.97 out of 5 average rating, 143 reviews

Shangri-La

Located on a Barrier Island beach community in a friendly, residential neighborhood. Guest suite is attached to the main house with it's own separate entrance and living space. Spacious bedroom with En suite bathroom. Kitchenette has sink, small fridge, microwave and air fryer. 5 minute walk to the white sandy beach. Beach chairs, towels and floats provided. Enjoy gorgeous sunsets. Everything is in walking distance. Many restaurants, Tiki bars with live entertainment, shops and grocery store.

A regulation-size pickleball court is featured, highlighted by a net at the center. Several colorful paddles are arranged next to two yellow pickleballs, set against a backdrop of a clear sky and a white fence.

4.97 out of 5 average rating, 100 reviews

You Belong on a Court ! 5-min to Beach-Food-Shops

Play Pickleball while family and friends look on from the large covered deck with the outdoor movie projector playing a favorite movie or show. White sandy beaches are a quick 5-min drive away. Thoughtfully designed to honor the local artsy, eclectic, and beach vibe that defines nearby St. Pete downtown. Easy access to downtown St. Pete, restaurants, breweries, cafes, museums, and nightlife the area is known for. Perfect for anyone looking for a memorable vacation and the best of St. Pete!

4.92 out of 5 average rating, 144 reviews

A round dining table with a dark wood finish is accompanied by four white wooden chairs. The chairs feature a classic design, and the arrangement is set on a light marble floor, with kitchen cabinetry visible in the background.

Cottage in Madeira Beach

Flipper's @ Mad Beach Cottage

Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

Guest house in Central Oak Park

A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.

4.98 out of 5 average rating, 234 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

A spacious outdoor entertainment area features a tropical saltwater pool surrounded by a screened enclosure. Colorful loungers in vibrant pink and green are positioned near the pool, complemented by a dining table. A shaded area offers comfort for relaxing in the sun.

4.91 out of 5 average rating, 412 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

Vibrant 2BR/1Bath home sleeps 8 guests with a magical outdoor space designed to create beautiful memories! A tropical saltwater pool and large covered entertainment area complete with a TV—perfect for relaxing and enjoying a cocktail. The interior is colorfully curated to embody the essence of a vacation! Located just 5 minutes from the beach and 25 minutes to downtown. We have 16 Airbnb homes (family-owned and operated), and we're dedicated to finding the perfect fit for your getaway.

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.

4.91 out of 5 average rating, 112 reviews

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

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.

4.99 out of 5 average rating, 196 reviews

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.

4.98 out of 5 average rating, 100 reviews

A charming cottage is surrounded by lush greenery, featuring a covered porch adorned with blue rocking chairs and a decorative whale motif. Tropical plants frame the view, while a wooden fence adds to the property’s privacy and character.

Cottage in Gulfport

Cozy Cottage for Lovers

Relax, reconnect and revitalize in this private, intimate cottage that has everything you need to leave the hustle and bustle behind. Surrounded by lush tropical vegetation in the shade of giant live oaks and located in the Gulfport Arts District, you're a short walk or bike ride from excellent urban parks, restaurants, live music, fashion and art boutiques, dancing at the Gulfport Casino, community theater, and a beautiful beach that looks out over sailboats moored in Boca Ciega Bay.

4.9 out of 5 average rating, 163 reviews

Gulf Side Florida Charm 1/1 Condo 60 Steps To Sand

Step back in time at Postcard Paradise, a charming beachside cottage that captures the magic of Old Florida. Nestled just steps from the shore, our eclectic retreat feels like living inside a vintage postcard. Sun-faded colors, and tropical murals set a nostalgic mood, while modern comforts keep things easy and relaxed. Each cozy room is filled with hand-picked decorations, breezy linens, and quirky coastal finds, creating a one-of-a-kind space where every corner tells a story.

4.98 out of 5 average rating, 248 reviews

An open living area features a modern kitchen with white cabinetry and a large island with bar seating. A comfortable couch is positioned in front of an electric fireplace, accompanied by a coffee table displaying books and a decorative plant. A wall-mounted TV displays a vibrant underwater scene.

Apartment in Seminole

SHEEK and Glam- heated pool Updated! 3 mi to beach

UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

4.98 out of 5 average rating, 130 reviews

An inviting studio interior is shown with light-coloured walls and a modern kitchenette visible in the background. A doorway leads to a bathroom featuring tropical-themed wallpaper. A small dining table and chair are positioned in front of a cozy seating area with a dark sofa.

Flat in Treasure Island

Popular Beachside Studio w Relaxing Patio & Palms!

The true gem of Treasure Island! Tucked right off of Gulf Blvd this is one of three stylish studio units nestled in a coconut palm-fringed private courtyard with a residential cottage onsite. This cozy spot overlooking a lush tropical garden is just steps from a white sand beach & walking distance to dozens of laid back beach bars, live music & dining. Please note: There’s no guest parking on-site, but paid parking is nearby as well as a frequent public trolley.

Popular amenities for rentals with beach access in Bay Pines

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.95 out of 5 average rating, 110 reviews

Flat in Madeira Beach

“Beach Walk Retreat • Free Parking

4.97 out of 5 average rating, 135 reviews

A spacious living area is presented with a large flat-screen TV mounted on the wall. Comfortable leather sofas are arranged with accent pillows, complemented by a decorative area rug. A coffee table sits in the center, with the kitchen area visible in the background.

Flat in Treasure Island

Awesome 1BR - 6 min. walk to beach! Full Kitchen +

4.89 out of 5 average rating, 178 reviews

A light-filled living area showcases large windows that offer views of the outside. A comfortable sofa is positioned next to a wooden coffee table. A dining table with four chairs sits nearby, accompanied by a lamp on a side table, enhancing the space's functionality.

Flat in Madeira Beach

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

4.92 out of 5 average rating, 191 reviews

A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.

Flat in Indian Shores

Beach Front Condo!

4.96 out of 5 average rating, 200 reviews

A compact kitchen area includes a white refrigerator, an oven, and a microwave, all arranged neatly against light cabinetry. A circular clock in red and black adorns the wall, while a small black dining table with two chairs is positioned in front. Glassware and kitchen accessories are displayed on open shelving.

Flat in Dunedin

Cozy Apartment Overlooking Downtown Dunedin

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, 180 reviews

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

4.83 out of 5 average rating, 215 reviews

A charming terrace features a jacuzzi surrounded by wooden walls adorned with greenery. Soft lighting illuminates the space, creating a cozy atmosphere. Two turquoise chairs and a small blue table invite relaxation and conversation.

Flat in Pinellas Park

Oasis Terrace

Flat in Indian Rocks Beach

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, 153 reviews

Triplex- heated pool, bikes, walk to beach,

House rentals with beach access

4.92 out of 5 average rating, 190 reviews

Home in Seminole

The Palm House | Free Heated Pool!

Home in Orange Lake Village

A spacious living area features a large teal sofa adorned with coral and white cushions, positioned opposite a wall-mounted television. Natural light floods in through two windows, which are dressed with sheer curtains. A round wooden coffee table sits centrally, topped with a small plant and magazines.

4.96 out of 5 average rating, 139 reviews

Boutique Bungalow • 8 Mins to Indian Rocks Beach

4.99 out of 5 average rating, 175 reviews

A charming cottage exterior is showcased with a light green facade and a welcoming front porch. Two outdoor chairs are positioned to the sides of the entrance, flanked by tropical plants. The sky features a blend of warm colors during sunset, enhancing the peaceful ambiance.

Home in Gulfport

The Boho - 2BR Gulfport Waterfront District House

Superhost

A spacious living area features a large sectional couch positioned around a low coffee table. A wall-mounted TV displays a scenic image, while natural light enters through glass doors that open to an outdoor space with a ping pong table.

Home in Seminole

4.88 out of 5 average rating, 124 reviews

Sky Shower | Ping Pong | King Beds

4.91 out of 5 average rating, 294 reviews

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.

Home in Seminole

Beachy Home Minutes from sugary sand beaches

4.98 out of 5 average rating, 144 reviews

A cozy open-concept living area features a spacious light-colored sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, positioned on a striped area rug. Elegant pendant lights hang above a large kitchen island with a granite countertop, contributing to a welcoming ambiance.

Home in Largo

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

4.92 out of 5 average rating, 139 reviews

A light-filled living area is furnished with a comfortable grey sofa and two wooden chairs. A round coffee table sits in the center on a natural fiber rug. A wall-mounted TV displays a scenic view, while large windows with blinds allow natural light to enter.

Home in Largo

12 Mins to Beach | Patio&Grill | Fenced Yard

The open living room area features a comfortable couch, a coffee table with decorative bowl, and a large television mounted on the wall. To the left, the kitchen is visible along with an office space behind it. Light enters through sliding doors, illuminating the room.

4.85 out of 5 average rating, 116 reviews

La Casita of St. Petersburg; Beach & Bars!

Apartment rentals with beach access

4.97 out of 5 average rating, 135 reviews

Apartment in Clearwater

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

A waterfront view showcases the community pier lined with palm trees, providing access to the Intracoastal waterway. The nearby building features balconies and patio furniture under blue umbrellas, enhancing the leisure atmosphere. Multiple docks extend into the clear water, inviting relaxation.

4.97 out of 5 average rating, 113 reviews

Blue Sea Renity -Steps to Beach| Heated Pool

Superhost

Apartment in Redington Beach

4.8 out of 5 average rating, 223 reviews

Gulf view Condo with pool in Clearwater/St. Pete

Apartment in St. Pete Beach

4.93 out of 5 average rating, 220 reviews

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

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

The image shows a view of the beach, with smooth, sandy shores leading to a row of modern condo buildings in the background. The condos are designed with balconies, featuring multiple stories and large windows, under a clear blue sky.

4.91 out of 5 average rating, 411 reviews

Indian Shores Gulf Front Rental

Apartment in Treasure Island

A spacious bedroom features a comfortable bed adorned with colorful bedding. Floor-to-ceiling glass doors provide direct views of the ocean and access to a balcony. Nearby seating is visible, surrounded by light blue accents matching the coastal theme.

4.87 out of 5 average rating, 191 reviews

King Oceanfront Suite • Kitchenette & Balcony