Search Gulfport Cottage Rentals from CA $184

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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Gulfport Cottages

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Beach nearby, sun loungers, beach towels

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

10.0 out of 10, Exceptional, (274)
"So many great features at this house in Bean Point including great access to the beach, Pine Street and a pool area that has it all. Thank you Dan and Lori for a wonderful stay!"
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Outdoor dining

Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

9.8 out of 10, Exceptional, (94)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Anna Maria Cottage with Golf Cart
Terrace/patio

Anna Maria Cottage with Golf Cart

10.0 out of 10, Exceptional, (11)
"This cottage was the perfect anniversary getaway. Centrally located and easy to visit the beaches and explore the island on the provided golfcart"
Anna Maria Cottage with Golf Cart
The Purple Flower - 30 Second walk to the Beach. Free parking.
Outdoor dining

The Purple Flower - 30 Second walk to the Beach. Free parking.

9.8 out of 10, Exceptional, (189)
"Very smooth process the whole way through. Very clean and cozy stay. Loved that we could get up and walk straight to the beach. Driveway parking was a bonus! "
The price is CA $212
CA $416 total
includes taxes & fees
Aug 18 - Aug 19
The Purple Flower - 30 Second walk to the Beach. Free parking.
The Cottage by Anna Maria Island
Beach

The Cottage by Anna Maria Island

9.8 out of 10, Exceptional, (12)
"Great host ,nice property. We had a problem with the shower, but the host had it fixed almost immediately. Would definitely stay here again."
The Cottage by Anna Maria Island
Perfect Cottage In Art District of Gulfport
Fridge, microwave, oven, stovetop

Perfect Cottage In Art District of Gulfport

9.6 out of 10, Exceptional, (94)
"Very Clean and plenty of room for 2."
Perfect Cottage In Art District of Gulfport
Private family waterfront beach cottage. Best location step out to bay and gulf
On the beach

Private family waterfront beach cottage. Best location step out to bay and gulf

9.0 out of 10, Wonderful, (92)
"This was the most lovely rustic little beach house. Just perfect. I’d live here. "
Private family waterfront beach cottage. Best location step out to bay and gulf
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Beach nearby, sun loungers, beach towels

White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!

9.6 out of 10, Exceptional, (109)
"Great location and amenities! The place was cozy and the short walk to the beach was amazing. The bed was a little stiff and was a little warm being on the upper floor of the house but still a great stay overall!"
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level
Beach nearby, sun loungers, beach towels

Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level

10.0 out of 10, Exceptional, (28)
"One of our favorite places to stay"
Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level
The Seaside Cottages are located just across the street from Indian Rocks Beach!
Outdoor dining

The Seaside Cottages are located just across the street from Indian Rocks Beach!

9.6 out of 10, Exceptional, (9)
"This cottage was the perfect place for relaxing and enjoying the beach, as well as visiting friends and family in Tampa."
The Seaside Cottages are located just across the street from Indian Rocks Beach!
Downtown Dunedin Keylime Cottages 4, right in Downtown Dunedin
Sun loungers, beach towels

Downtown Dunedin Keylime Cottages 4, right in Downtown Dunedin

10.0 out of 10, Exceptional, (30)
"Great experience!! Will definitely stay there again!"
Downtown Dunedin Keylime Cottages 4, right in Downtown Dunedin
Canary Beach Cottage - steps to the sand!
Exterior

Canary Beach Cottage - steps to the sand!

9.6 out of 10, Exceptional, (45)
"Cute cottage in a great location for our beach getaway. Great staff and place was perfect. Would stay again. "
Canary Beach Cottage - steps to the sand!
Downtown Dunedin Cottage Near Beaches + Breweries
Beach

Downtown Dunedin Cottage Near Beaches + Breweries

10.0 out of 10, Exceptional, (67)
"Great cottage. Very clean and property Manager was great. Location to downtown bars and breweries was awesome. Would definitely stay there in the future. "
Downtown Dunedin Cottage Near Beaches + Breweries
Charming cottage in quiet area, close to beach & bay.
Sun loungers, beach towels

Charming cottage in quiet area, close to beach & bay.

9.8 out of 10, Exceptional, (280)
"Beautiful home and great location. Close to the beach, food and ice cream. Will definitely stay here again. Host was really responsive. "
Charming cottage in quiet area, close to beach & bay.
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Beach nearby, sun loungers, beach towels

100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals

9.0 out of 10, Wonderful, (76)
"Cute quiet place Fair price and close to beach and restaurants. Would stay again"
The price is CA $255
CA $844 total
includes taxes & fees
Aug 11 - Aug 12
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Beachside Historic Cottage – Steps to Sand!
On the beach, sun loungers, beach towels

Beachside Historic Cottage – Steps to Sand!

10.0 out of 10, Exceptional, (13)
"Great location. Beautiful beach. I’d like to visit again "
Beachside Historic Cottage – Steps to Sand!
Historic Beach Cottage steps from beach. Pet friendly!
On the beach, sun loungers, beach towels

Historic Beach Cottage steps from beach. Pet friendly!

9.2 out of 10, Wonderful, (120)
"We LOVED staying at Capt. Al's corner cottage. It was such a cute place and perfect for what we were looking for. Walking distance to everything, steps away from the beach and so relaxing! We especially loved the hot tub that was just out the back door and the atmosphere was so "beachy"....5 stars is not enough for this little gem of a place!"
The price is CA $184
CA $484 total
includes taxes & fees
Aug 10 - Aug 11
Historic Beach Cottage steps from beach. Pet friendly!
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Fridge, microwave, oven, stovetop

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

9.8 out of 10, Exceptional, (142)
"Location and house were great! Adorable house close to beach! Exactly what we needed!!"
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
BEACHFRONT COTTAGE! Step out the door and into the sand! On the Gulf of Mexico!!
Private beach, sun loungers, beach towels

BEACHFRONT COTTAGE! Step out the door and into the sand! On the Gulf of Mexico!!

9.8 out of 10, Exceptional, (214)
"My wife & I totally enjoyed our stay in Linda’s little bungalow on the ocean. Perfect beach location."
The price is CA $344
CA $609 total
includes taxes & fees
Aug 13 - Aug 14
BEACHFRONT COTTAGE! Step out the door and into the sand! On the Gulf of Mexico!!
Pirate's Pointe Resort
View from property

Pirate's Pointe Resort

3.0 star property
9.4 out of 10, Exceptional, (215)
"Beautiful, peaceful place located on the river. Cottages are clean and spacey. Very relaxing and serene place. High recommended . "
Pirate's Pointe Resort
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.
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Top Gulfport Hotel Reviews

Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

10/10 Excellent
"The place is lovely and the staff was very helpful especially the guys at entrance. Accessibility was not pleasant. The downside of our stay: requested bay view didn’t get and reservations made well in advance, the AC unit was faulty and noisy and the sink slow to empty probably needed a cleaning. Otherwise the hotel was nice. "
Helen 3-night trip
Posted 12 hours ago
Grand Hyatt Tampa Bay