Vacation rentals with beach access in Gulfport

Cottage in Pass-a-Grille Beach

The image captures a tranquil water view of the cottage from the bay, with calm waters reflecting the blue sky and fluffy clouds. Palm trees line the shore, and boats are anchored along the docks, providing a glimpse of the coastal lifestyle.

4.96 out of 5 average rating, 233 reviews

Pass-a-Grille Historic Cottage Unit 1

PASS-A-GRILLE HISTORIC COTTAGE UNIT 1 A fully renovated historic beach cottage located in beautiful Pass a Grille, Florida. Steps from the Gulf of Mexico and Boca Ciega Bay. This is a duplex; Unit 1 - 1 bedroom/1 bath. Household linens, towels, cookware & dishes provided. Appliances include; dishwasher, washer/dryer, flat screen TVs and wi-fi. Vintage-style tiled bathroom and shower. High end window shades on all windows. Front patio area w/ BBQ grill. Private parking for 1vehicle on premises.

4.87 out of 5 average rating, 114 reviews

Inground Pool w/ Game Room - Fully Renovated House

Beautifully remodeled 3 bedroom 2 bath farmhouse with INGROUND POOL in the heart of Gulfport. Looking for the BEACH?(St Pete Beach, Treasure Island etc) We are 6 mins away! If you are looking for amazing restaurants and bars in the middle of St Petes we are only 10 minutes to DOWNTOWN! If your are here for some baseball we are 15 minutes away from Tropicana field and St Pete Pier! If you are looking to explore In clearwater or Downtown Tampa we are only 25 minutes away including TAMPA Airport!

4.97 out of 5 average rating, 178 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

4.95 out of 5 average rating, 240 reviews

A charming pool area is surrounded by lush tropical foliage. The turquoise saltwater pool is framed with light stone paving. A small cottage with a red door is visible in the background, while lounge chairs and a colorful beach ball provide inviting accents to the outdoor space.

Guesthouse in Gulfport

A slice of paradise!

The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

4.93 out of 5 average rating, 166 reviews

Home in Gulfport

Tropical Disco! Luxury|Top 5%|Pool|Mins to Beach

There's even a disco ball! 🪩Perfect for Bachelorette, Bachelor, Reunions, Retreats, and Family Vacations! Gather in the spacious living room to watch movies on the 65-inch smart TV or prepare a feast in the well-equipped kitchen, complete with brand-new appliances. After a day of fun in the sun at St. Pete Beach, relax in your private bedroom with comfortable beds, soft linens, and modern decor. Wake up to beautiful natural light and enjoy a cup of coffee on the patio overlooking the pool.

Guesthouse 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, 248 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 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.

5 out of 5 average rating, 206 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, 114 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.

4.96 out of 5 average rating, 112 reviews

A welcoming pathway made of slate leads to the intricately designed entrance of the home. Lush green grass and tropical plants frame the walkway, while ornamental lampposts stand beside the path. Trees provide shade, contributing to the serene atmosphere of the property.

Home in North Kenwood

Kenwood Oasis

Message for open dates not on calendar. Spanish Mediterranean style with rustic charm and modern amenities compliment this homes beautiful exposed brick and stained glass doors. The outdoor living space is amazing with a screened in 30’x30’ breezeway for perfect FL living. Lush tropical landscaping, a great yard and tons of parking on a completely fenced in 1/2 acre lot and all the privacy guests could ask for. Located just 5 minute drive to Central Ave. Downtown St. Pete.

4.99 out of 5 average rating, 282 reviews

The cottage exterior features a light teal facade with white trim and multiple windows allowing natural light. A welcoming front porch includes a central entry door flanked by two large windows. The address is displayed prominently above the door. Lush greenery surrounds the base of the structure.

Cottage in Gulfport

Gulfport Art District - One Block From Beach!

Welcome to Uncle Finley's! Situated in the heart of Gulfport's Art and Waterfront District, This cottage listing is for unit A of the duplex. Step outside and walk to Gulfport Beach only one short block away, experience the highly-rated restaurants and shops, or browse local arts and crafts during the weekly Tuesday Morning Market during your stay. Want to experience more of Tampa Bay? Downtown St. Pete, St. Pete Beach, and I-275 access are only ten minutes away.

4.92 out of 5 average rating, 140 reviews

SolMate 2/2, kayaks, beach, views, boat slip

Newly renovated beach home, bright and beautifully appointed 2 bed/2 bath second floor condo with balcony overlooking Boca Ciega Bay. Modern beach decor. Only few steps to Treasure Island’s white sandy BEACH. Incredible water views from every window. 3 KAYAKS available (must sign waiver). Fun activities including ping pong, corn hole, etc. in common area. Only 6 units on property. Featured on HGTV Beachfront Bargain Hunt (Season 27 Episode 10).

4.94 out of 5 average rating, 303 reviews

A light-filled living area features a comfortable couch adorned with decorative pillows. A coffee table with shell motifs sits in front, complemented by two stylish lamps. Artwork depicting coastal scenes hangs on the walls, and a curtain in soft hues allows natural light to filter in.

Guesthouse in Gulfport

Lovely Guesthouse

We are ideally situated close to Tampa, Sarasota,Clearwater and St. Petersburg. Our neighborhood is wonderful, eclectic, alive. We have incredible restaurants a walk away. Our beach is walking distance. If you prefer you never have to leave Gulfport from the day you arrive. Everything you want is right here. There is free access for charging your electric vehicle on the beach in town which is walking distance from our guesthouse

Popular amenities for Gulfport beach-access accommodations

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

Apartment in Indian Rocks Beach

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.

4.94 out of 5 average rating, 218 reviews

Vintage Florida Beach Efficiency

Apartment in Treasure Island

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.

4.97 out of 5 average rating, 142 reviews

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

Apartment in Treasure Island

A well-lit studio features a spacious bed adorned with soft linens. A decorative chandelier adds a touch of elegance. A television is mounted on the wall opposite a green dresser. A cozy leather chair and a bench offer additional seating options.

4.92 out of 5 average rating, 328 reviews

Attractive Beachfront Studio - Live Like a Local!

Apartment in Historic Kenwood

A charming two-story bungalow surrounded by lush greenery and outdoor seating. The entrance features a set of steps leading to a wooden porch, framed by large windows that invite natural light. The yard includes various plants, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 404 reviews

Historic Kenwood Getaway

4.96 out of 5 average rating, 203 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.

Apartment in Dunedin

Cozy Apartment Overlooking Downtown Dunedin

Apartment in Pinellas Park

The living area features a wall-mounted television, a glass coffee table, and a comfortable sofa. A dining table with two chairs and an extra chair are positioned near a window. Soft lighting is provided by a pendant light and ceiling fan.

4.87 out of 5 average rating, 195 reviews

Cozy little getaway

Apartment in Treasure Island

4.88 out of 5 average rating, 306 reviews

Treasure Island Beach Apartment #3

Apartment in Madeira Beach

4.97 out of 5 average rating, 263 reviews

Gulf Views Across The Street From Beach Access

House rentals with beach access

Home in Downtown St. Petersburg

A spacious living room features a black reclining sectional sofa and a round glass coffee table atop a patterned area rug. A wall-mounted TV is visible, alongside a painting and an acoustic guitar displayed in the corner. Natural light flows through multiple windows.

4.95 out of 5 average rating, 113 reviews

Contemporary Family Cottage

4.94 out of 5 average rating, 106 reviews

A living area is displayed with a comfortable sofa and a dark coffee table, positioned across from a television. The walls are painted in a soothing blue, and natural light filters through multiple windows, creating a bright atmosphere. A small bar area is visible in the background.

Home in Sunset Beach

Treasure Island Turtle House Sunset Beach King Bed

Home in Indian Rocks Beach

A spacious wooden dock extends over calm waters, flanked by moored boats under a clear blue sky. The dock features sturdy railings and provides an inviting access point to the waterfront scenery.

4.85 out of 5 average rating, 262 reviews

Amazing water front view home newly renovated

4.98 out of 5 average rating, 214 reviews

Sparkling Modern Pool Home with Guest Bungalow!

Home in Indian Rocks Beach

The outdoor pool, surrounded by palm trees, reflects the clear blue sky. Comfortable loungers are placed nearby, offering ample space for relaxation. The glistening water leads to views of the waterfront, enhancing the serene atmosphere of the outdoor environment.

4.83 out of 5 average rating, 364 reviews

Stunning views! Spot dolphins from the pool!

5 out of 5 average rating, 12 reviews

A modern living area features large windows allowing natural light to brighten the space. A comfortable couch and a wooden coffee table create a welcoming seating arrangement. A wall-mounted television is positioned above a streamlined cabinet, providing a clean and uncluttered aesthetic.

Home in Sunset Beach

Gorgeous New Beach Home w/ Stunning Water Views

4.78 out of 5 average rating, 307 reviews

The living area features a light blue color scheme with a comfortable sofa and armchairs arranged around a glass coffee table. A wall-mounted TV is positioned above a white entertainment unit, and natural light filters through sheer curtains on the window.

Home in Old Southeast

Bungalow near the sea

A waterfront view showcases a spacious two-story home bordered by palm trees. The property features large glass doors leading to a patio area with loungers, and a wooden dock extends into the water, providing direct access to the bay.

4.93 out of 5 average rating, 15 reviews

Waterfront Views at Dolphin Watch with Heated Pool

Condo rentals with beach access

A private balcony showcases a stunning sunset view, framed by palm trees. The spacious area features a green chair and overlooks the resort's pool and surrounding buildings, creating a serene outdoor space for relaxation.

4.98 out of 5 average rating, 149 reviews

Sunset Nest: Two Bedroom Condo with Sunset Views

An outdoor seating area is shown with a glass-top table surrounded by four blue chairs. Two charcoal grills are positioned nearby under palm trees, with a view of the water in the background. The screened cabana features a thatched roof, providing a relaxing atmosphere.

4.9 out of 5 average rating, 189 reviews

Waterside Studio in the heart of TI, walk to beach

4.91 out of 5 average rating, 196 reviews

A sunset is captured over the intercoastal waterway, with warm hues reflecting on the water's surface. Silhouettes of palm trees line the foreground, while distant markers indicate the waterway's navigation. The scene conveys a tranquil ambiance, enhanced by the fading light.

Condo in St. Petersburg

Heron's Hideaway- Studio by the bay!

4.89 out of 5 average rating, 145 reviews

A bright bedroom features a spacious bed adorned with light blue and white striped linens. Natural light floods the room through sliding glass doors that lead to a private balcony with an ocean view. Two decorative lamps and a textured area rug enhance the serene atmosphere.

Condo in Sunset Beach

Summer Penthouse, Private Balcony, Beach View #602

4.85 out of 5 average rating, 262 reviews

The outdoor pool area, surrounded by palm trees, features a clean, inviting pool with lounge chairs positioned around it. In the background, the beach can be seen, with soft white sand meeting the clear ocean waters.

Condo in St. Pete Beach

Gulf Strand Beach Resort

4.92 out of 5 average rating, 143 reviews

A comfortable living area features light-colored furnishings with striped patterns, complemented by a large artwork on the wall. A round coffee table sits in the center, while a ceiling fan provides airflow. Floor-to-ceiling glass doors offer a view of the Gulf and access to a balcony.

Condo in St. Pete Beach

1145 Sqft! - 2 Bedroom 2 Bath (GULF FACING!) Condo

An aerial view captures the waterfront community, highlighting the proximity to the beach and nearby amenities. Serene blue waters of the canal intertwine with the residential buildings, while the expansive shoreline stretches in the background, offering a picturesque setting for relaxation and exploration.

4.97 out of 5 average rating, 154 reviews

Beach, dolphin/manatee sightings, fishing, sunsets