
Cottage vacation rentals in Treasure Island
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Treasure Island

Total vacation rentals
Explore 30 vacation rentals in Treasure Island

Nightly prices starting at
Treasure Island vacation rentals start at $90 per night before taxes and fees

Verified guest reviews
Over 1,850 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Treasure Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Treasure Island rentals

4.9 Average rating
Treasure Island stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated cottage rentals in Treasure Island
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Entire home and yard 2 /1 with two sleep sofas
This lovely beach bungalow has all the updates, including a walk-in shower, on-demand hot water, quartz and stainless steel appliances. Comfortable, clean, and cozy. Two queen beds and two full sofa sleepers! The beach is just a short walk across Gulf Blvd and views of million-dollar homes, piers, and sunsets to die for! Great shell collecting. Fantastic location with lots to walk to. Groceries, Dollar store, bars, restaurants, and coffee are all walkable. Just under two miles to John's Pass.
FamilyValueLaundry

The Pelicans Roost / Gulfport
The Pelicans Roost is a remodeled home, with a new fully stocked kitchen with all your cooking and entertaining needs. All new furnishings, a screened in back porch and a patio with an outside table and grill. The yard is completely fenced and lined with tropical plants and trees for your privacy. This spacious and comfortable home is clean and in a quiet neighborhood just 5 blocks from all that downtown Gulfport has to offer- the Marina,Beach,Restaurants, Shops, Fishing, Galleries and more...!
LocationValueKitchen

Pass-a-Grille Historic Cottage Unit 2
PASS-A-GRILLE HISTORIC COTTAGE UNIT 2 A fully renovated historic beach cottage located in beautiful Pass a Grille, Florida. Steps from the Gulf of Mexico and Boca Ciega Bay. This is a duplex; Unit 2 - 2 bedroom/1 bath. Household linens, towels, cookware & dishes provided. Appliances include; dishwasher, washer/dryer, flat screen TVs and wi-fi. Vintage-style tiled bathroom and shower. High end window shades on all windows. Front and back patio area w/ BBQ grill. Private parking for 2 vehicles.
FamilyValueWifi

Family Friendly Beach Cottage in Madeira Beach, FL
Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!
LocationValueWifi

#5 Beach Front Cottage w view- Indian Rocks Beach
LOCATION, location! Closest beach cottage to the water at Indian Rocks beach, view of the water from your porch & easy access to grass for pets. Perfect couples getaway. Enjoy some of Florida’s best beaches. Minimalistic living. *Kitchen recently updated* Shared gazebo & picnic table next door. Shared Washer & dryer takes quarters. Walking distance to local restaurants and bars. Minutes away from Clearwater beach, tourist attractions and mini golf. Property located next 2 public access.
FamilyValueBathroom

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.
ValueFamilyHospitality

Coral Sands II ~Seaside Coastal Modern 2/2
Welcome to Coral Sands Beach House II at Indian Rocks Beach! Your home away from home in the small beach town of Indian Rocks Beach. You will not want to leave this amazing property with a very coastal homey feel! Coastal chic on the inside and Laid back beach fun on the outside! Amazing location, 1 block to one of the best beaches in a Florida with spectacular sunsets. Lots of restaurants walking distance and we give you a wagon with all the beach gear you need! BTR Number: 1667
LocationFamilyAmenities

Kooky Coconut Cottage, Indian Rocks Beach
Coconut Cottage only steps away from the beautiful beaches of Indian Rocks Beach. 2 bedroom,1 bath. The entire cottage has been renovated. Next door to the local famous Kooky Coconut Cafe. Perfect for couple, friends or small families. ONLY 3 GUESTS ALLOWED. NO sleeping on the sofa ALLOWED. If you bring more then 3 guests you will be charged $100.00 surcharge per night per extra guest. Due to cleaning restriction we DO NOT allow cooking with CURRY or FISH OIL in the cottage.
ValueFamilyView

Cozy Cottage for Lovers
Relax, reconnect and revitalize in this private, intimate cottage that has everything you need to leave the hustle and bustle behind. Surrounded by lush tropical vegetation in the shade of giant live oaks and located in the Gulfport Arts District, you're a short walk or bike ride from excellent urban parks, restaurants, live music, fashion and art boutiques, dancing at the Gulfport Casino, community theater, and a beautiful beach that looks out over sailboats moored in Boca Ciega Bay.
LocationValueLaundry

Ground-floor, direct beachfront 1BR | on the Gulf
This rare ground-floor, direct beachfront one-bedroom sits right on the Gulf of Mexico with unobstructed water views and effortless beach access Step out the door and into a life where the Gulf of Mexico is your backyard — no elevator, no lobby, just you, the sand, and thirty seconds between your pillow and the water. Enjoy your private beachfront patio, a cozy recently remodeled interior, and your own stretch of sand with lounge chairs and front row views right outside your door.
LocationFamilyView

Adorable Cottage, Pet friendly, near beach & DT
The Cottage is a beautiful, comfy, clean, peaceful home where you will feel just at home, in the hearth of St Pete. It is in a great location, safe & quiet neighborhood, easy-to-access, just a short drive or bike ride away (5-10 minutes) to many good restaurants, grocery stores, museums, library, coffee place, breweries, hospitals, bars and night clubs in downtown & sandy white beaches. Jumped in the sun runner or public transport to downtown or beaches. Perfect for long stay.
FamilyValuePets

B - BEACH HOUSE 3 MIN WALK TO THE BEACH
3 MIN WALK TO THE BEACH. beach cottage, 2 br, 1 bath, well equipped kitchen, Beautyrest beds, very clean. all included, 4 beach chairs, a cooler, beach toys, 18 towels: 4 beach, 4 shower, 4 hand, 4 face cloths, 2 kitchen towels, no stairs, parking up frond for 4 cars, outdoor sitting+ dining, charcoal grill, private laundry room free, high speed Internet 200 megabytes, cable TV, Wi-Fi, short walk to baseball /pickleball/ tennis/ basketball/ skateboard field, no steps.
ValueLocationComfort
Popular amenities for Treasure Island cottage rentals
Cottage rentals with a hot tub

Lush Harbor Oasis with Private Hot Tub
FamilyValueParks

Pink Gulfside Cottage, Steps to Beach, Pets OK
LocationValueAir conditioning

Steps to Beach, Sleeps 6, Pets OK
ValueLocationEV charging

Beachy Keen Cottage A only steps to the Beach
LocationFamilyDecor

Heart of Town Cottage with Hot Tub
LocationValueParks

Sleep 7 Steps to Beach Pets OK Real Beach Cottage
FamilyValueGetting around

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail
LocationValueOutdoor spaces

Castle Keep Guest House
LocationValuePets
Pet-friendly cottage rentals

2BR Quaint Beach Cottage Steps to The Beach 1st FL
LocationValueBathroom

Stay in Downtown Dunedin • Walk Everywhere
ValueLocationAccuracy

Beach front renovated cottage #8
ValueLocationWalkability

Vintage Florida Beach Cottage B
ValueFamilyLong stay

The Sunshine Cottage - Like Grandma's with WIFI
ValueLocationBathroom

Coveted Sunset Beach Rental: Beautiful 2 Bdrm
FamilyLocationAmenities

Cozy up in a French Country nest NEAR EVERYTHING
ValueFamilyBeach

Walk Downtown and to Waterfront, Mins to Beaches
ValueLocationCondition
Private cottage rentals

Adorable Villa 1 min to Downtown Dunedin
FamilyLocationIndoor spaces

Private Peaceful Cottage-St Pete, Beaches & Trail!
FamilyLocationOutdoor spaces

BeachBunkies Cottage 2. Four miles to the beach!
FamilyLocationGetting around

LUNA Retreat • Owner Managed • No Chores
FamilyValueBiking

Private Standalone Beach Bungalow-No Shared Walls!
ValueLocationTV

2Bedroom House - excellent location - walkable
LocationFamilyAccuracy

Louisa's Cottage
ValueFamilyIndoor spaces

FayRoy Historic beachfront cottage
FamilyValueIndoor spaces
When is the best time to visit Treasure Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 | $205 | $240 | $207 | $199 | $185 | $225 | $225 | $185 | $175 | $175 | $185 |
| Avg. temp | 62°F | 65°F | 69°F | 74°F | 80°F | 83°F | 84°F | 84°F | 83°F | 77°F | 70°F | 65°F |
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