Gulfport Cottages
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cottages in Gulfport
Cozy 1-bed cottage in adorable Tradewinds Bradenton Beach, steps to beach/pool
Bradenton Beach FL
With a stay at this cottage in Bradenton Beach, you'll be a 1-minute drive from Bradenton Beach and 5 minutes from Coquina Beach.
Pool
Kitchen
Cozy Beachside cottage at Tradewinds/1BR/POOL/steps to beach.Unit1 available too
Bradenton Beach FL
With a stay at this cottage in Bradenton Beach, you'll be a 1-minute drive from Bradenton Beach and 5 minutes from Coquina Beach.
Pool
Kitchen
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
Anna Maria FL
When you stay at this cottage in Anna Maria, you'll be by the sea, within a 5-minute walk of Anna Maria Beach and Bradenton Beach.
Kitchen
Washer
Pirate's Pointe Resort
1800 Kofresi Court Ruskin FL
Located in Ruskin, Pirate's Pointe Resort is within a 10-minute drive of E.G. Simmons Regional Park and Tampa Bay.
Pool
Kitchen
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Anna Maria FL
When you stay at this cottage in Anna Maria, you'll be near the beach, within a 5-minute walk of Bradenton Beach and Bean Point Beach.
Pool
Hot Tub
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
Clearwater FL
$570 nightly
The price is $636 total per night
$636 total
Apr 28 - Apr 29
Total with taxes and fees
When you stay at this cottage in Clearwater Beach, you'll be by the sea, just steps from St. Petersburg - Clearwater Beaches and 3 minutes by foot from Clearwater Beach.
Hot Tub
Kitchen
Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.
Bradenton Beach FL
With a stay at this cottage in Bradenton Beach, you'll be a short 4-minute walk from Bradenton Beach and within 4 minutes by car from Coquina Beach.
Washer
Dryer
Stay steps from the sand in this charming single-family home. Enjoy exclusive beach access at Sunburst Inn, featured on HGTV. Cozy comfort for up to 4, and an unbeatable location on the Gulf. Perfect for a romantic escape or small family getaway.
Indian Shores FL
$390 nightly
The price is $434 total per night
$434 total
May 21 - May 22
Total with taxes and fees
When you stay at this cottage in Indian Shores, you'll be by the sea, within a 15-minute drive of John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches.
Kitchen
Washer
Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5
Clearwater FL
$380 nightly
The price is $424 total per night
$424 total
Apr 28 - Apr 29
Total with taxes and fees
When you stay at this cottage in Clearwater Beach, you'll be on the beach, just steps from St. Petersburg - Clearwater Beaches and Clearwater Beach.
Pool
Hot Tub
Beachfront 1BR, Steps to Ocean, Dog Friendly. BOOK TODAY!
Redington Shores FL
When you stay at this cottage in Redington Shores, you'll be on the beach, a 1-minute drive from St. Petersburg - Clearwater Beaches and 8 minutes from John's Pass Village & Boardwalk.
Pet friendly
Air conditioning
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
Madeira Beach FL
With a stay at this cottage in Madeira Beach, you'll be near the beach, a 4-minute walk from St. Petersburg - Clearwater Beaches and 8 minutes by foot from John's Pass Village & Boardwalk.
Pool
Kitchen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Gulfport Cottages essential information
Accommodation | 620 Cottages |
|---|---|
Lowest Price | $424 |
Highest Price | $636 |
Popular accommodation | Cozy 1-bed cottage in adorable Tradewinds Bradenton Beach, steps to beach/pool, Cozy Beachside cottage at Tradewinds/1BR/POOL/steps to beach.Unit1 available too, The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!, Pirate's Pointe Resort, Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!, 100 Steps to the Beach, Family and Pet friendly Real Beach Cottage, Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt., Stay steps from the sand in this charming single-family home. Enjoy exclusive beach access at Sunburst Inn, featured on HGTV. Cozy comfort for up to 4, and an unbeatable location on the Gulf. Perfect for a romantic escape or small family getaway., Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5, Beachfront 1BR, Steps to Ocean, Dog Friendly. BOOK TODAY!, Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30, COZY COTTAGE ON PRIVATE BEACH *CLEARWATER/BELLEAIR BEACH |
More to Explore in Gulfport
Top Picks
- Kenneth City Hotels
- Motels in Redington Shores
- Villas in Seminole
- Kid Friendly Hotels in Gulfport
- Villas in St. Petersburg
- Gay Friendly Hotels in Treasure Island
- Motels in Largo
- Hostels in Seminole
- Motels in Treasure Island
- Hotels with Restaurants in Pass-a-Grille
- B&B in Largo
- Villas in North Redington Beach
- Hotels with Free Breakfast in Pass-a-Grille
- Hotels near Palms of Pasadena Hospital
- Hotels with Hot Tubs in Pass-a-Grille
- 5 Star Hotels in Gulfport
- Hostels in Pinellas Park
- Beach Resorts & in St. Pete Beach
- Extended Stay Hotels in St. Pete Beach
- Motels in Belleair Beach
- Villas in Gulfport
- Pet Friendly Hotels in St. Petersburg
- Business Hotels in St. Pete Beach
- Business Hotels in St. Petersburg
- Hotels with Air Conditioning in Gulfport
- Red Roof Inn Hotels in St. Pete Beach
- Hotels on the Lake in St. Pete Beach
- Motels in Pinellas Park
- Arcade Hotels in Gulfport
- Cabin Rentals in St. Pete Beach
- Hotels with Shopping in Gulfport
- Hotels near Eckerd College
- Hotels with Restaurants in Treasure Island
- Hotels with Free Breakfast in Gulfport
- B&B in South Tampa
- Cabin Rentals in Gulfport
- Spa Resorts & in Treasure Island
- 5 Star Hotels in St. Pete Beach
- La Quinta Inn & Suites Hotels in Gulfport
- Arcade Hotels in St. Pete Beach
- Extended Stay Hotels in Largo
- Punta Vista Hotels
- Cheap Hotels in St. Pete Beach
- Cottages in Anna Maria
- Hotels with Hot Tubs in Treasure Island
- Inns in North Redington Beach
- Condo Resorts in Tierra Verde
- Motels in St. Pete Beach
- Boutique Hotels in St. Pete Beach
- Villas in Largo
- Extended Stay Hotels in Seminole
- St. Petersburg - Clearwater Hotels
- Hotels with Balconies in Pass-a-Grille
- Resorts in Seminole
- Pet Friendly Hotels in Gulfport
- 5 Star Hotels in Tierra Verde
- St. Pete Beach Hotels
- Greater Woodlawn Hotels
- Condo Rentals in St. Pete Beach
- Houseboats in Largo
- 4 Star Hotels in St. Pete Beach
- Cottages in Seminole
- Historic Hotels in Pass-a-Grille
- Luxury Hotels in Gulfport
- Houseboats in Pinellas Park
- 3 Star Hotels in Treasure Island
- Resorts in St. Petersburg
- 3 Star Hotels in St. Petersburg
- Motels in Redington Beach
- Hotels with Balconies in St. Pete Beach
- Hotels with Pools in Tierra Verde
- Hotels with Air Conditioning in Pass-a-Grille
- Don Cesar Hotels
- Hotels near Salvador Dali Museum
- Hotels with Pools in Pass-a-Grille
- 4 Star Hotels in Tierra Verde
- 3 Star Hotels in Tierra Verde
- 4 Star Hotels in Treasure Island
- Childs Park Hotels
- Hotels with Childcare in St. Pete Beach
- Flights from Youngstown to St. Petersburg - Clearwater
- Flights from Oklahoma City to St. Petersburg - Clearwater
- Flights to St. Petersburg - Clearwater
- Flights from Minneapolis - St. Paul to St. Petersburg - Clearwater
- Flights to St. Pete Beach
- Flights from Dallas to St. Petersburg - Clearwater
- Flights to Albert Whitted
- Flights from Halifax to St. Petersburg - Clearwater
- Flights from Augusta to St. Petersburg - Clearwater
- Flights from Punta Cana to St. Petersburg - Clearwater
- Flights from Atlanta to St. Petersburg - Clearwater
- Flights to St. Petersburg
- Flights from Memphis to St. Petersburg - Clearwater
- Flights from Columbus to St. Petersburg - Clearwater
- Flights from Chattanooga to St. Petersburg - Clearwater