Waterfront holiday 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.

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Guest favourite

Apartment in Treasure Island

4.95 out of 5 average rating, 103 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!

Guest favourite

Apartment in Indian Shores

4.99 out of 5 average rating, 108 reviews

Tropical Beachfront Penthouse-Beach Cottages II

Welcome to this spacious top floor oceanfront condo, located in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of Mexico. This exquisite condo with magnificent oceanfront views is just fabulous! We've taken great care to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High Speed Internet, Premium TV, Garage Parking, Private Beach, and Pool/Spa.

Guest favourite

Apartment in Treasure Island

4.99 out of 5 average rating, 168 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.

Guest favourite

Apartment in Sunset Beach

4.95 out of 5 average rating, 134 reviews

Stunning Beach Front Condo, King Size Bed, Balcony

Enjoy breathtaking views of the Gulf of Mexico. 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/HBO, 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!

Guest favourite

Home in Largo

4.96 out of 5 average rating, 109 reviews

Stars by the Sea - Cozy home close to beaches

Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

Guest favourite

Tiny home in St. Petersburg

4.95 out of 5 average rating, 128 reviews

King Bed Studio | Free Wi-Fi and Parking | A-1

Discover our unique studios in St. Petersburg, Florida, resting on 1.5 acres of serenity where my parents are your hosts on-site. We own 3 of the 4 houses built in 1905. Our newly renovated studios, where modern comforts blend seamlessly with their quaint charm. Nestled near the heart of St. Pete, offering swift access to pristine beaches and the vibrant downtown scene. Enjoy free parking and WIFI, 55'' OLED smart TV, AC on your terms, no gimmicky fees or requests and my constant support.

Guest favourite

Cottage in Indian Shores

4.96 out of 5 average rating, 126 reviews

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Guest favourite

Apartment in Treasure Island

4.96 out of 5 average rating, 126 reviews

Beach Front Penthouse Riley's Retreat Island Inn

780 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!

Superhost

Apartment in Treasure Island

4.86 out of 5 average rating, 473 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.

Guest favourite

Home in St. Petersburg

4.96 out of 5 average rating, 113 reviews

Creamsicle Dreamsicle- Saltwater Pool- Near Beach!

Find us on the 'gram! @creamsicledreamsicle ***This is NOT a party home*** Thanks for viewing our beloved Creamsicle Dreamsicle! Our home features 3 bedrooms, 1 bath, central AC, off street parking, and an in-ground, heated (for a fee) saltwater pool. We are 3 miles to St. Pete Beach and 4.5 miles to downtown St. Pete! Our home is located in a quiet, safe, small community with very little traffic. Welcome to Saint Petersburg!

Guest favourite

Apartment in Treasure Island

4.98 out of 5 average rating, 105 reviews

Beach, sunsets, manatee sightings, fishing & rest!

Come to Treasure Island to relax and avoid the crowds with amazing sunsets just out your door. Wonderful location with waterfront views of the canal from the living room, kitchen and bedroom windows. Just 2 blocks or a 5 minute walk to the beautiful white sandy beach and a few feet from the canal and pool. Visit nearby great restaurants, John's Pass and live music. Come to relax here!

Superhost

Apartment in St. Petersburg

4.85 out of 5 average rating, 271 reviews

No Pool due to Helene - Waterview Condo Resort

Elevator down. Up one flight of stairs. NO POOL. Pool damage due to Helene until further notice. Expected to be repaired by November/December. Waterfront condo with pool view. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete.