Compare Gulfport Cottage Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Cottages in Gulfport
Cozy 1-bed cottage in adorable Tradewinds Bradenton Beach, steps to beach/pool
Bradenton Beach FL
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Pet friendly
Cozy Beachside cottage at Tradewinds/1BR/POOL/steps to beach.Unit1 available too
Bradenton Beach FL
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Pet friendly
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
Anna Maria FL
At this cottage, guests have access to a gym, laundry facilities, and barbecue grills.
Kitchen
Washer
Pirate's Pointe Resort
1800 Kofresi Court Ruskin FL
Pirate's Pointe Resort features an outdoor pool, free WiFi in public areas, and a meeting room. If you drive, put free parking to good use. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include express check-in, express check-out, and a terrace.
Pool
Kitchen
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Anna Maria FL
Guests of this cottage enjoy features like an outdoor pool, a hot tub, and laundry facilities. This family-friendly cottage also has barbecue grills.
Pool
Hot Tub
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
Clearwater FL
$607 nightly
The price is $677 total per night
$677 total
Apr 27 - Apr 28
Total with taxes and fees
Guests of this cottage enjoy features like a gym, a hot tub, and laundry facilities. Transportation is made easy with limo/town car service. Helpful staff is there to provide concierge services, as well as offer insight about the area. This family-friendly cottage also has barbecue grills.
Hot Tub
Kitchen
Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.
Bradenton Beach FL
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
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
$429 nightly
The price is $479 total per night
$479 total
May 4 - May 5
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5
Clearwater FL
$411 nightly
The price is $459 total per night
$459 total
Apr 30 - May 1
Total with taxes and fees
Guests of this cottage enjoy features like a gym, a hot tub, and laundry facilities. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this beach cottage include barbecue grills and a garden.
Pool
Hot Tub
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.
Hotel Options in Gulfport
RumFish Beach at TradeWinds
6000 Gulf Blvd St. Pete Beach FL
$254 nightly
The price is $287 total per night from Apr 12 to Apr 13
$287 total
Apr 12 - Apr 13
Total with taxes and fees
8.2/10 Very Good! (1,749 reviews)
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
$326 nightly
The price is $368 total per night from May 3 to May 4
$368 total
May 3 - May 4
Total with taxes and fees
9.4/10 Exceptional! (3,106 reviews)
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave Clearwater Beach FL
$293 nightly
The price is $331 total per night from Apr 12 to Apr 13
$331 total
Apr 12 - Apr 13
Total with taxes and fees
8.2/10 Very Good! (2,521 reviews)
Cottages
Book a cottage in Gulfport
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Gulfport. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Gulfport better.
Cottage apartments in Gulfport range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.
Find the best cottages in Gulfport
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Gulfport and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.
Stay in a Gulfport cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Gulfport. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.
Gulfport Cottages essential information
Accommodation | 579 Cottages |
|---|---|
Lowest Price | $287 |
Highest Price | $677 |
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 |
More to Explore
- 3 Star Hotels in South Pasadena
- 5 Star Hotels in South Pasadena
- All Inclusive Resorts & in South Pasadena
- Boutique Hotels in South Pasadena
- Hotels with Suites in South Pasadena
- Hotels with WiFi in South Pasadena
- Hotels with Air Conditioning in South Pasadena
- Hotels with Free Breakfast in South Pasadena
- Hotels with Free Parking in South Pasadena
- Hotels with Restaurants in South Pasadena
- Oceanfront Hotels in South Pasadena
- Hotels on the River in South Pasadena
- Waterpark Hotels & Resorts in South Pasadena
- Apartments in Polk City
- Cottages in Polk City
- Hostels in Polk City
- Motels in Polk City
- Vacation Homes in Polk City
- Villas in Polk City
- Farmstay in Pinellas Park
- Chalets in Pinellas Park
- Condo Resorts in Pinellas Park
- Condo Rentals in Pinellas Park
- Holiday Park Resorts in Pinellas Park
- Hostels in Pinellas Park
- Vacation Homes in Pinellas Park
- Rv Parks in Pinellas Park
- Hotels with an Indoor Pool in Childs Park
- Romantic Getaways & Hotels in Childs Park
- Highland Oaks Hotels
- Point Brittany Hotels
- Hotels near Eckerd College
- 3 Star Hotels in Pasadena On The Gulf
- Hotels near Gulfport Tuesday Fresh Market
- B&B in St. Petersburg
- Cabin Rentals in St. Petersburg
- Condo Rentals in St. Petersburg
- Cottages in St. Petersburg
- St. Petersburg Hotels
- Houseboats in St. Petersburg
- Motels in St. Petersburg
- Villas in St. Petersburg
- Farmstay in Tierra Verde
- Apartments in Tierra Verde
- Condo Resorts in Tierra Verde
- Condo Rentals in Tierra Verde
- Houseboats in Tierra Verde
- Rv Parks in Tierra Verde
- Resorts in Tierra Verde
- Farmstay in Wesley Chapel
- Holiday Park Resorts in Wesley Chapel
- Lodges in Wesley Chapel
- B&B in Longboat Key
- Motels in Longboat Key
- B&B in St. Petersburg - Clearwater
- All Inclusive Resorts & in St. Petersburg - Clearwater
- Houseboats in St. Petersburg - Clearwater
- Rv Parks in St. Petersburg - Clearwater
- Condo Rentals in Black Jack Island
- Extended Stay Hotels in Black Jack Island
- Guest Houses in Black Jack Island
- Motels in Black Jack Island
- Villas in Black Jack Island
- Apartments in St. Pete Beach
- Condo Resorts in St. Pete Beach
- Condo Rentals in St. Pete Beach
- Cottages in St. Pete Beach
- Extended Stay Hotels in St. Pete Beach
- All Inclusive Resorts & in St. Pete Beach
- Kid Friendly Hotels in St. Pete Beach
- Oceanfront Hotels in St. Pete Beach
- St. Pete Beach Hotels
- Houseboats in St. Pete Beach
- Motels in St. Pete Beach
- Vacation Homes in St. Pete Beach
- Rv Parks in St. Pete Beach
- Resorts in St. Pete Beach
- Town Houses in St. Pete Beach
- Villas in St. Pete Beach
- Hotels near Pasadena Shopping Center
- Boca Ciega Isle Hotels
- Downtown St. Petersburg Hotels
- Hotels near Palms of Pasadena Hospital
- Hotels with Balconies in United Central
- Condo Rentals in Treasure Island
- Treasure Island Hotels
- Flights to Florida
- Flights to St. Petersburg - Clearwater
- Flights from Atlanta to St. Petersburg - Clearwater
- Flights from Chicago to St. Petersburg - Clearwater
- Flights from Cincinnati to St. Petersburg - Clearwater
- Flights from Indianapolis to St. Petersburg - Clearwater
- Flights from Philadelphia to St. Petersburg - Clearwater
- Flights from Toronto to St. Petersburg - Clearwater
- Flights to Tampa
- Flights to St. Pete Beach
- Flights from Louisville to St. Pete Beach
- Family Hotels in St. Pete Beach
- Flights to St. Petersburg - Clearwater
- Car rentals in St. Petersburg - Clearwater
- Condos in St. Pete Beach
- Cheap Hotels in St. Pete Beach
- Visit Eckerd College
- Pet-friendly Hotels in St. Pete Beach
- Hotels in Treasure Island
- All-inclusive Resorts in St. Pete Beach
- Beach Hotels in St. Pete Beach
- St. Pete Beach vacation rentals
- Luxury Hotels in St. Pete Beach
- Hotels in St. Pete Beach
- Motels in St. Pete Beach
- Flights to Tampa
- St. Pete Beach vacations
- Hotels near Tropicana Field
- Flights to St. Pete Beach
- Car rentals at Tampa Airport (TPA)
- Oceanfront Hotels in St. Pete Beach