Gulfport Cottages

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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 steps from Bradenton Beach and a 2-minute drive from Cortez Beach.

Pool

Kitchen

Coastal Retreat & Biking Bliss

Clearwater FL

With a stay at this cottage in Clearwater (Spring Branch), you'll be within a 10-minute drive of BayCare Ballpark and Beach Walk.

Kitchen

Pet friendly

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 steps from Bradenton Beach and a 2-minute drive from Cortez Beach.

Pool

Kitchen

Pelican Perch: Tropical Paradise Cottage on the Beach VRC17-000167

Holmes Beach FL

Located in Holmes Beach (Ilexhurst), this cottage is steps from Bradenton Beach and a 5-minute drive from Cortez Beach.

Kitchen

Washer

Happy Hour Cottage on Sunset Beach Treasure Island, FL. Steps from the Beach!!

Treasure Island FL

With a stay at this cottage in Treasure Island (Sunset Beach), you'll be a 1-minute drive from St. Petersburg - Clearwater Beaches and 6 minutes from John's Pass Village & Boardwalk.

Kitchen

Washer

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

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 4-minute walk from Bradenton Beach and 10 minutes by foot from Cortez Beach.

Washer

Dryer

The "Grouper"

Bradenton FL

$190 nightly

$212 total

Jun 26 - Jun 27

Total with taxes and fees

With a stay at this cottage in Bradenton (Sunny Shores), you'll be within a 10-minute drive of Coquina Beach and Cortez Beach.

Kitchen

Pet friendly

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

Anna Maria FL

With a stay at this cottage in Anna Maria, you'll be within a 15-minute walk of Bean Point Beach and Bradenton Beach.

Kitchen

Washer

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

Clearwater FL

$284 nightly

$316 total

Jun 28 - Jun 29

Total with taxes and fees

When you stay at this cottage in Clearwater Beach, you'll be near the beach, just steps from St. Petersburg - Clearwater Beaches and 3 minutes by foot from Clearwater Beach.

Kitchen

Washer

Key West Style Cottage - with pool/hot-tub

Dunedin FL

$181 nightly

$202 total

Jun 16 - Jun 17

Total with taxes and fees

With a stay at this cottage in Dunedin, you'll be within a 10-minute drive of Tampa Bay and BayCare Ballpark.

Pool

Air conditioning

Pelican Perch: Tropical Paradise On The Beach Permit VRC17-000168

Holmes Beach FL

Located in Holmes Beach (Ilexhurst), this cottage is steps from Bradenton Beach and a 5-minute drive from Cortez Beach.

Kitchen

Washer

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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.