
Condo holiday 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.

"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.

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.

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! 🤍

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.

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.

*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

Escape! Resort Style Living - Vista Verde North

Waterfront Condo Patio Walk To Beach Treasure Isle

Beautiful waterfront condo at St. Petersburg Beach

LandsEnd Top Floor Beach Front with Stunning Views

Location, Comfort & Indulgence is key here!

WOW! What a view!

Beautiful ground floor condo - stunning waterviews

Your Island Escape! • Discounted Summer Rates
Pet-friendly condo rentals

Flash Deal! Pool • Walk to Beach & Dining!

Tropical Treasure Oasis: Steps from the Shore

Penthouse,intercoastal, 3/3 views/heated pool

Waterside Studio in the heart of TI, walk to beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Casa de B.O.B ... Best on Beach

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

Lux Condo w/ 2 balconies, Ocean & Marina views

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

Luxury Beach Condo - 3BR/3BA

Beach Front Madeira Beach

Updated Studio - Steps to the beach & heated pool

The Seascape Premier Beachfront Cottage-Gulf View
Quick stats about condo rentals in Gulfport

Total holiday rentals
Explore 30 holiday rentals in Gulfport

Nightly prices starting at
Gulfport holiday rentals start at $103 NZD per night before taxes and fees

Verified guest reviews
Over 390 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Gulfport holiday rentals include Wi-Fi 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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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
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- Busch Gardens Tampa Bay
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