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

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!

"The Merry Yacht" excellent location
EXCELLENT Location…near Eckerd College, beach, grocery, interstate access, Marina, Gulfport, downtown Take a break and unwind at this peaceful nautical retreat. -across the street to Maximo Marina & The famous Tiki Docks Restaurant & bar. Location of marina is one block -Publix Grocery, McDonalds all in walking distance -shared pool -nice area to ride bikes and walk -enjoy Yacht like dining -table for 6 with china & crystal for a change. -Beach chairs and Umbrella provided -keyless entry

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.

Waterfront-Dolphin Sightings-Walk to Beach-Pool
Welcome to Paradise! This charming, beautifully renovated, and impeccably clean waterfront 2BR/2BA second-floor condo is located in Pointe Capri on Treasure Island—just two blocks from the white sands beach! Spend your days relaxing by the shared resort-style heated pool, fishing right off the community dock, or enjoying waterfront dining on the patio. Please note: 1) owner has allergy so we cannot accommodate any cats or dogs. 2) this 2nd floor condo is only accessible via a flight of stairs.

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.

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.

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

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!

Beach Front Penthouse Riley's Retreat Island Inn
800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

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.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

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).
Popular amenities for Gulfport condo rentals
Weekly condo rentals

Beautiful waterfront condo at St. Petersburg Beach

LandsEnd Top Floor Beach Front with Stunning Views

Location, Comfort & Indulgence is key here!

Roomy 2 bed 2 bath (+pullout sofa) condo with pool

WOW! What a view!

Beautiful ground floor condo - stunning waterviews

Your Island Escape! • Discounted Summer Rates

3 bedroom condo with a pool on Boca Ciega Bay
Pet-friendly condo rentals

Tropical Treasure Oasis Steps from the Shore

Penthouse,intercoastal, 3/3 views/heated pool

Beach Retreat II

Beach Chill Inn #4 - Studio

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

peace & quiet & relax on Boca Ciega bay!!

Amazing views on beachfront

Penthouse Condo on Water Steps to Beach+Johns Pass
Condo rentals with a pool

Lovely 2 bed/2 bath Condo with Pool

Peaceful 1BR Getaway by St. Pete Beach

May 28-June 6 Avail! Beachfront 2/2 w/Jacuzzi & FP

Captain's Cove Waterside Condo 103 We are open!

Lux Condo w/ 2 balconies, Ocean & Marina views

Direct Beach Access, Heated Pool, Restaurants!

Seaside Studio- POOL & Steps to the sand!

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO
Quick stats about condo rentals in Gulfport

Total vacation rentals
Explore 30 vacation rentals in Gulfport

Nightly prices starting at
Gulfport vacation rentals start at $82 CAD per night before taxes and fees

Verified guest reviews
Over 390 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Gulfport vacation rentals include wifi access

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

4.7 Average rating
Gulfport stays receive an average rating of 4.7 out of 5 from guests
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