Waterfront vacation rentals in Gulfport

4.95 out of 5 average rating, 148 reviews

Condo in Sunset Beach

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

Aerial view of a two-story condo building located beside a swimming pool, surrounded by palm trees. The pristine beach and the Gulf of Mexico are visible in the background, showcasing calm waters and distant beachgoers.

4.92 out of 5 average rating, 168 reviews

Seaside Condo: 2bed/2bath beach condo on the water

**Elevators are being repaired. If they aren't working for your stay, we will provide a 10% discount. 3rd floor. This beautiful 2bed/2bath condo is right across from the beach! Located on the waters of the Gulf of Mexico, it is fully equipped with all the amenities to make your stay comfortable- heated pool, docks to fish, grills, laundry on each floor, and spacious patio area. The grocery store (Publix) is a short walk and there are plenty of restaurants, bars, and water activities nearby!

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, 206 reviews

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

4.97 out of 5 average rating, 147 reviews

A cozy living area features a comfortable gray sofa and a blue accent chest. Large glass doors open to a balcony, showcasing water views. A ceiling fan provides a gentle breeze, while decorative elements like wall art and a rug add a touch of charm.

Condo in St. Petersburg

Dolphins from private balcony! Heated pool hottub

Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete

4.99 out of 5 average rating, 153 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

Condo in Pass-a-Grille Beach

Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.

5 out of 5 average rating, 164 reviews

Beachfront in Pass-A-Grille w/ 2 bikes

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Tiny home in St. Petersburg

A bright studio space features a comfortable bed with soft linens, flanked by two wooden benches. A small vanity with a mirror and sink is positioned nearby, while warm overhead lights complement natural light streaming in from the window.

4.96 out of 5 average rating, 194 reviews

King Bed Studio | Outdoor Kitchen | Free Parking

Welcome to our thoughtfully designed studio—small but full of comfort, efficiency, and charm. If your priority is a cozy bed , a truly clean space and location, look no further. Loved by hundreds of wonderful guests, this is one of two private studios in a tiny house, ideal for solo travelers or couples. You’ll have everything you need, plus access to a beautiful shared gazebo with seating, dining areas, and lush greenery. We have a team of four Superhosts, available to help. 🌴☀️🏖️

Tiny home in St. Petersburg

A cozy sleeping area is presented with a spacious bed, dressed in neutral linens. A light wood frame complements the soft color palette. Wall-mounted light fixtures provide gentle illumination, while a shelf adorned with plants adds a touch of greenery. A small stool is positioned beside the bed.

4.87 out of 5 average rating, 143 reviews

Charming Studio | Outdoor Kitchen | Free Parking

Tiny home in St. Petersburg

A cozy sleeping area features a wooden bed with a light-colored comforter. Soft lighting is provided by pendant fixtures on either side. A shelf above the bed displays various plants, adding a touch of greenery to the earthy tones of the room.

4.87 out of 5 average rating, 120 reviews

Charming Studio | Outdoor Kitchen | Free Parking

Welcome to our tiny but thoughtfully designed studio—small in size yet big on comfort, care, and cleanliness. Each space is lovingly maintained by my mother, ensuring an extra spotless stay. Perfect for solo travelers or couples, you’ll enjoy a cozy bed, efficient design, and unbeatable value. Step outside to our lush shared gazebo with seating, dining areas, BBQ, and outdoor kitchen appliances—a favorite gathering spot for guests. Superhost team of four always here to help. 🌴☀️🏖️

The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.

4.9 out of 5 average rating, 163 reviews

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

4.98 out of 5 average rating, 279 reviews

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

Condo in St. Petersburg

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

5 out of 5 average rating, 147 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Popular amenities for Gulfport waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Superhost

A well-lit living area features a cozy couch facing a television. A small dining table and chairs are present nearby, and a ceiling fan hangs above. Large windows allow natural light to fill the room, complementing light-colored walls and wood-look flooring.

Apartment in Clearwater Beach

4.91 out of 5 average rating, 146 reviews

Coastal Waterside Condo 2 Blocks to Beach

Superhost

Apartment in Treasure Island

4.85 out of 5 average rating, 113 reviews

Complete Renovation-everything new! Amazing views!

Apartment in Indian Shores

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.

4.92 out of 5 average rating, 181 reviews

Beach Front Condo!

Apartment 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, 177 reviews

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

Apartment in Treasure Island

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.

4.98 out of 5 average rating, 124 reviews

Popular Beachside Studio w/ Shady Patio & Palms!

Apartment in St. Petersburg

A private balcony overlooks tranquil waterfront views, featuring a round table surrounded by white wicker chairs. Lush greenery and palm trees frame the scene, while sunlight casts gentle shadows across the space, enhancing the connection to the serene outdoor environment.

5 out of 5 average rating, 21 reviews

Dolphin Views and Resort Pool!

Apartment in St. Petersburg

A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.

4.91 out of 5 average rating, 180 reviews

The Oasis

Apartment in Treasure Island

A collage of waterfront scenes features a serene canal with a sailboat docked. A spacious living area showcases light-colored furniture and ample natural light, while a bright dining space and a well-lit bedroom are also depicted, each emphasizing comfort and relaxation.

5 out of 5 average rating, 7 reviews

Pirate Cove On The Water

Waterfront house rentals

Home in Pass-a-Grille Beach

A beach path leads to soft, white sand and the turquoise waters of the Gulf. A blue bicycle rests against a wooden railing, surrounded by grassy dunes under a bright blue sky with scattered clouds.

4.82 out of 5 average rating, 181 reviews

Steps 2 Beach-Island Cottage w/king bd+2bike+parki

4.96 out of 5 average rating, 136 reviews

Home in Largo

Stars by the Sea - Cozy home close to beaches

4.97 out of 5 average rating, 111 reviews

A spiral staircase with a black railing leads to an upper level. A seating area is furnished with a gray couch and a wooden coffee table. Blue bar stools are positioned at a modern kitchen island, and light-colored cabinetry is visible in the background.

Home in Madeira Beach

Boardwalk Bungalow - Johns Pass & beach steps away

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, 257 reviews

Amazing water front view home newly renovated

Superhost

An aerial view of a modern two-story home surrounded by lush greenery and palm trees, with a backdrop of tranquil water. The property's landscaping features a paved driveway leading to the entrance, while nearby boats are docked along the shoreline.

Home in Seminole

4.93 out of 5 average rating, 309 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

4.95 out of 5 average rating, 227 reviews

Two beach bungalows are visible on either side of the sandy pathway leading towards the shore. The vibrant blue bungalow is located on the left, while a pastel-colored bungalow stands to the right, both elevated on pilings. Lush greenery borders the sandy area.

Home in Belleair Beach

Steps to a Private Beach Clearwater Belleair

Home in Indian Rocks Beach

4.96 out of 5 average rating, 125 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Home in Indian Rocks Beach

A tranquil outdoor space features a circular hot tub adjacent to a rectangular swimming pool, both surrounded by brick pavers. The sunset casts soft colors across the water, with a view of boats docked nearby and the silhouette of trees in the distance.

5 out of 5 average rating, 179 reviews

Piece of paradise in Indian Rocks Beach.

Waterfront condo rentals

4.92 out of 5 average rating, 145 reviews

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.

Condo in Indian Shores

"Jewel At The Shores" Gulf Front, sleeps 5

4.95 out of 5 average rating, 149 reviews

Condo in Madeira Beach

COASTAL CHIC! Luxury Apartment with Oceanviews

4.85 out of 5 average rating, 135 reviews

A spacious living area features a comfortable blue sofa, accentuated by decorative cushions. A wooden coffee table centers the room, with two chairs positioned nearby. Large sliding glass doors provide a view of the beach and ocean, creating a bright and airy atmosphere.

Condo in St. Pete Beach

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

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.

4.92 out of 5 average rating, 169 reviews

Waterside Studio in the heart of TI, walk to beach

An aerial view captures the coastline with sandy beaches meeting the gentle waves. The vibrant waterfront community features a mix of buildings and greenery, with beachgoers enjoying the open space. The location is highlighted by a marker indicating proximity to the water.

4.92 out of 5 average rating, 113 reviews

Waterfront Condo With Pool and Multiple Views!

4.99 out of 5 average rating, 103 reviews

Condo in Madeira Beach

Beach Front Madeira Beach

A well-lit living area features a round dining table surrounded by four white chairs. A comfortable sofa and armchair are positioned near large windows, offering views of the outdoors. Light-colored walls and soft furnishings enhance the bright, airy ambiance.

4.9 out of 5 average rating, 123 reviews

2/2 Newly remodeled Beach Front - Sunset Vistas