
Waterfront vacation rentals in Gulfport
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Top-rated waterfront rentals in Gulfport
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Beach, dolphin/manatee sightings, fishing, sunsets
Welcome to the newly remodeled condo in the Heart of Treasure Island. This bright and modern retreat is perfect for relaxing and avoiding the crowds. Perfect location for beach lovers and wildlife watchers alike with waterfront views of the canal from the living room, kitchen and bedroom windows and beautiful sunsets. Just 2 blocks or a 5 minute walk to the beautiful white sandy beach and a few feet from the canal and heated pool. Visit nearby restaurants, John's Pass Boardwalk and live music.

Queen Studio | Clean & Private | Central Location
Welcome to our thoughtfully designed private studio—efficient and exceptionally clean. If your priority is a comfortable queen bed, a well-maintained space, and access to downtown St. Petersburg and the beaches (about a 20-minute drive), this is a reliable choice. One of two private studios in a tiny house setup, ideal for solo travelers or couples. The space is compact and designed for comfort. Guests have access to a shared gazebo with seating, hammocks, greenery, dining space, and a kitchen.

King Bed Studio| Clean & Private |Central Location
Welcome to a thoughtfully designed private studio—efficient and exceptionally clean. If your priority is a comfortable king bed, a well-maintained space, and easy access to both downtown St. Petersburg and the beaches (about a 20-minute drive), this is a reliable choice. This is one of two private studios within a tiny house setup, ideal for solo travelers or couples. Guests also have access to a shared outdoor gazebo with seating, hammocks, greenery, dining space, and a fully equipped kitchen.

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.

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

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.

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

Sunsets on the Island
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!

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.

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! 🤍

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.

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.
Popular amenities for Gulfport waterfront rentals
Waterfront apartment rentals

Beach-steps away! Waterfront Pool View!5

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

Complete Renovation-everything new! Amazing views

Pass a grille Gulf Way Beachfront Parking WiFi 13

Beach Front Condo!

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

Forever Sunshine - Fully Renovated

Bay & Blvd | Steps to Beach, Pool & John's Pass
Waterfront house rentals

Luxury Waterfront Sunset Beach with Jacuzzi

Boardwalk Bungalow - Johns Pass & beach steps away

Waterfront pool home w/dock, firepit, kayaks

Ocean Dreaming: Waterfront Home with Heated Pool,

Stunning views! Spot dolphins from the pool!

NEW Heated Salt Pool & Spa on Waterfront Canal

Delma's Waterfront Oasis Open Water View

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
Waterfront condo rentals

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

Sunset Nest: Two Bedroom Condo with Sunset Views

Summer Penthouse, Private Balcony, Beach View #602

Sea La Vie- Studio by the bay!

Updated Condo-Heated Pool-Private Balcony

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Luxury Seashell Oceanfront Condo with Pool

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!
When is the best time to visit Gulfport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,580 GYD | G$54,804 GYD | G$65,472 GYD | G$35,769 GYD | G$30,331 GYD | G$28,866 GYD | G$28,866 GYD | G$32,841 GYD | G$28,030 GYD | G$31,795 GYD | G$33,050 GYD | G$35,769 GYD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about waterfront rentals in Gulfport

Total vacation rentals
Explore 40 vacation rentals in Gulfport

Nightly prices starting at
Gulfport vacation rentals start at G$16,734 GYD per night before taxes and fees

Verified guest reviews
Over 1,390 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Gulfport vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Gulfport rentals

4.8 Average rating
Gulfport stays are highly rated by guests—averaging 4.8 out of 5!
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