Waterfront vacation rentals in Gulfport

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.

4.91 out of 5 average rating, 222 reviews

Waterside Studio in the heart of TI, walk to beach

Location!!! This charming 2nd floor studio is located in the heart of legendary Treasure Island on the Intracoastal waterway of Boca Ciega Bay, only 3-7 min walk from the beautiful Gulf beaches, restaurants, shopping, and many great beach bars. Relax in the heated pool, have a cookout with the grills and screened waterfront cabana, complete with TV and minifridge, and watch the sunset or fish on one of two docks as dolphins frolic in the warm Gulf waters around you! Your perfect vacation awaits!

4.97 out of 5 average rating, 175 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

Private waterfront 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

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, 231 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.

4.99 out of 5 average rating, 101 reviews

A modern living area features a circular dining table set for four, complemented by plush armchairs and a sofa. Large windows allow natural light to fill the room, adorned with light-colored curtains. A television is mounted on one wall, alongside decorative elements including a palm plant.

Condo in Madeira Beach

Steps to Johns Pass+Beach | Water View | Htd. Pool

Welcome to Madeira Bay, your cozy home away from home in Madeira Beach, FL. Located directly across the street from the beach & just 1 block north of John's Pass Village, this modern newly built 2 bed 2 bath private waterfront condo offers the perfect beach getaway for guests & families alike. Featuring stunning sunrise views over the intracoastal & in walking distance to restaurants, shopping, parasailing, boating, jet ski rentals, bike rentals, & more. We know you'll love your stay with us!

4.98 out of 5 average rating, 239 reviews

A saltwater pool is surrounded by a screened enclosure, featuring an elevated circular area. An umbrella provides shade over a small table with drinks. Lounge chairs in vibrant colors complement the tranquil setting, with a view of the patio and home entrance in the background.

Home in St. Petersburg

Sparkling Modern Pool Home with Guest Bungalow!

Presented by "ST PETE VACATION HOMES". Explore our 5 Airbnb homes online or on our Airbnb profile. Home sleeps 12 guests. OUTSIDE FEATURES: * Adorable Pink Guest Bungalow *saltwater pool (optional heater) * covered lounge seating w/ bev fridge & TV * swim up bar-top * protective pool enclosure * exciting wildlife to enjoy in the backyard LOCATION: • madeira beach ~6 minutes • walmart, dining + coffee ~2 minutes • john’s pass village & boardwalk~10 minutes • downtown st. pete ~25 minutes

4.86 out of 5 average rating, 281 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

Modern, spacious condo situated directly on beautiful St Pete Beach with a balcony. Miles of white sand and warm clear water. All year round heated swimming pool and hot tub exclusively for guests. Covered patio and barbeque. Fully equipped kitchen with large fridge freezer, dishwasher, cooker and microwave. Washer and dryer in the apartment. Designated free parking space. Steps from large supermarket and many restaurants. Excellent guest services on site and simple check in and out process.

4.96 out of 5 average rating, 115 reviews

A view from the balcony showcases a sandy beach lined with palm trees and manicured green lawns. The calm blue water reflects clear skies, while a distant shoreline is visible. A bench can be seen on the grass, inviting relaxation.

Condo in Isla del Sol

Isla Sunsets

Enjoy peaceful relaxation and serene sunsets in this top floor condo on the beautiful Isla Del Sol. The large private balcony, which overlooks the private beach and community pool, has plenty of seating options for enjoyment throughout your day in paradise. Inside, a king bed, two twin beds, and a queen size sofa bed offer comfort and versatility. This condo features an updated kitchen, bathrooms, and styling throughout. Only a short walk or bike ride to the Don Cesar or several top beaches!

4.71 out of 5 average rating, 116 reviews

Home in St. Petersburg

Waterfront Oasis, Hot Tub, Sauna

Welcome to our beautiful waterfront home nestled between St Pete Beach & Gulfport, FL, where you'll experience the joys of the quintessential Florida lifestyle! Relax in the large outdoor living space, fish off the dock, boat on the pristine waters of the Gulf of Mexico and take in the ocean breeze. ☑ 2 mi to St. Pete Beach, 2.5 mi to Gulfport & 5 mi to John's Pass ☑ On the Intracoastal Waterway w/boat access out to the Gulf of Mexico ☑ Hot tub, Sauna, Outdoor kitchen, bar, dock, boat lift

4.91 out of 5 average rating, 210 reviews

The image displays a serene pool area with clear water reflecting sunlight. Lush greenery and palm trees frame the space, while a view of the ocean is visible in the background. Sun loungers are arranged around the pool, inviting relaxation.

Condo in Tierra Verde

Charming 2BR Condo Near Ft. De Soto

Come enjoy your next vacation, holiday, or winter escape in Tierra Verde, Florida! Watch the sun rise over Boca Ciega bay from the balcony of this beautiful, updated first floor condo. This 2 bedroom/2 full bath unit has been thoughtfully designed and furnished with everything you need to enjoy an stress-free get-a-way that feels like home. This rental has an official Certificate of Use through Pinellas County as a Short Term Rental as well as a rental license through the state of Florida.

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.

Queen Studio | Immaculate, Private & Family-Run

Our exceptional value starts with a truly hands-on, family-run approach. My mother personally handles cleaning, restocking, and upkeep with meticulous care, while our family maintains every detail. Centrally located between downtown, the beaches, and airport—ideal for exploring St. Pete. Enjoy a tropical outdoor space with 500+ live plants, hammocks, shaded lounging, dining, gazebo, and full outdoor kitchen. That care has earned us 800+ guest reviews in 3 years—95% of them 5 stars.

4.9 out of 5 average rating, 176 reviews

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.

King Studio | Immaculate, Private & Family-Run

4.95 out of 5 average rating, 240 reviews

Superhost

The exterior of the Ocean Club building is showcased, featuring a modern design with a white façade and large balconies. Palm trees line the front, enhancing the tropical setting. A welcoming entrance is visible, set against a backdrop of a bright sky with soft clouds.

4.86 out of 5 average rating, 673 reviews

Beachfront Condo in Exclusive Resort

The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

Popular amenities for Gulfport waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in St. Petersburg

A living area features a comfortable gray sofa positioned near large glass doors, offering direct views of the waterfront. Natural light fills the space, highlighted by decorative curtains. A dining table is set nearby, accompanied by modern black chairs and a minimalistic wall mirror.

Forever Sunshine - Fully Renovated

4.94 out of 5 average rating, 112 reviews

Apartment in Treasure Island

An inviting living area features a light gray sofa and a round white coffee table. Large glass doors open to a private balcony with unobstructed views of the Gulf of Mexico, creating a seamless connection with the beachfront landscape.

Beachfront Condo w/ Ocean View - Newly Renovated!

4.94 out of 5 average rating, 197 reviews

Apartment in Treasure Island

Spectacular Studio on the Beach - 5 star reviews!

4.92 out of 5 average rating, 341 reviews

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.

Direct Beachfront Condo, Ocean balcony view!

4.93 out of 5 average rating, 230 reviews

Apartment in Madeira Beach

A comfortable seating area features a woven hanging chair, positioned on a balcony overlooking the ocean. The view reveals a sandy beach and calm waters, extending to the horizon under a clear blue sky.

Oceanfront Luxury paradise

4.92 out of 5 average rating, 103 reviews

Apartment in Madeira Beach

An inviting pool area is framed by lush tropical plants, overlooking a calm waterway. The scene is enriched by a vibrant sunset, reflecting shades of pink and orange across the sky and water. Lounge chairs are positioned near the pool, providing a perfect spot for relaxation.

Beach-steps away! Waterfront Pool View!5

4.75 out of 5 average rating, 217 reviews

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.

The Oasis

4.91 out of 5 average rating, 199 reviews

Apartment in Treasure Island

Beach & Bay 1 Bdrm Condo Boat/Fish Dock with Patio

4.9 out of 5 average rating, 290 reviews

Waterfront house rentals

4.95 out of 5 average rating, 126 reviews

Home in Madeira Beach

Boardwalk Bungalow - Johns Pass & beach steps away

4.8 out of 5 average rating, 158 reviews

A lush green yard surrounds a large swimming pool, with comfortable seating areas nearby. The bright blue water of the pool contrasts with the white house and the clear sky. Palm trees provide shade and add a tropical touch to the outdoor space.

Home in St. Petersburg

Comfortable Home w/Private Pool

Home in Indian Rocks Beach

A spacious living area features a large sectional sofa, complemented by decorative tables and potted plants. Expansive windows provide views of the water and outdoor seating, while natural light brightens the modern, open layout.

Walk to Beach! Waterfront Lux Retreat w/Kayaks

5.0 out of 5 average rating, 100 reviews

4.91 out of 5 average rating, 185 reviews

A woven tray rests on a patio surface, displaying a glass pitcher and four clear glasses. In the background, a heated saltwater pool glimmers under a bright sky, surrounded by lush greenery and a tranquil lake.

Home in Seminole

Stunning Lakefront-King bed - 10 min to beaches

4.94 out of 5 average rating, 340 reviews

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

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

5.0 out of 5 average rating, 17 reviews

Home in Gulfport

Sunset Cove Bungalow

4.94 out of 5 average rating, 33 reviews

Home in Gulfport

Waterfront Paradise• Pool, Hot Tub, Dock & Games

4.79 out of 5 average rating, 28 reviews

Home in South Pasadena

Gulfport Getaway | Beach, Downtown, Shops nearby

Waterfront condo rentals

4.96 out of 5 average rating, 191 reviews

Condo in Sunset Beach

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

4.97 out of 5 average rating, 185 reviews

An aerial view showcases a vibrant coastal landscape, featuring a marina filled with boats. The sandy beach extends alongside the tranquil blue waters of the Gulf of Mexico, bordered by colorful buildings. The road leads to the beach, highlighting the proximity to waterfront activities.

Condo in Madeira Beach

Penthouse Water View, Pool, @ Johns Pass!

4.99 out of 5 average rating, 243 reviews

The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.

Condo in Madeira Beach

Rincón Divino MB 2 Balconies, Ocean & Marina Views

5.0 out of 5 average rating, 102 reviews

Condo in Sunset Beach

Glorious Sunsets - Beachfront 2BR Condo

A spacious studio features a king-sized bed adorned with a patterned comforter. A cozy seating area includes a light-colored sofa and a small table. Large glass doors offer direct oceanfront views, with a balcony visible in the background, allowing natural light to fill the space.

4.87 out of 5 average rating, 169 reviews

Treasure Island Studio | Gulf Views & Pool

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, 165 reviews

Sunset Nest: Two Bedroom Condo with Sunset Views

4.91 out of 5 average rating, 275 reviews

A private balcony view showcases a stunning horizon over the ocean, with clear blue skies reflecting on shimmering water. White railings frame the space, while two adirondack chairs invite relaxation. Gentle waves are visible, enhancing the tranquil coastal ambiance.

Condo in Sunset Beach

Beachfront Treasure Island | Pool | Penthouse

A spacious balcony overlooks the ocean, featuring two wicker chairs and a small blue table. The view includes sandy beach and distant waves under a bright sky, creating a serene atmosphere ideal for relaxation.