Cottage vacation rentals in Indian Shores

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Popular amenities for Indian Shores cottage rentals

Cottage rentals with a hot tub

Top guest favorite
A light-filled living area features a spacious sectional sofa and a cozy chair, complemented by a decorative area rug. A large television is positioned on a sleek white media console. Soft natural tones enhance the relaxed ambiance, with sunlight filtering through the window blinds.
Cottage in Safety Harbor
4.96 out of 5 average rating, 179 reviews

Harbor Oasis with Hot Tub

JillianRating, 5 stars1 week ago
I’ve found my new favorite staycation spot and where I will enthusiastically recommend to friends and family visiting the area. The space was thoughtfully designed, clean, and comfortable. I will miss my morning coffee on the patio amongst all the plants and birds, my daily work sessions in the small quiet office, and the evening dips in the hot tub. Thanks for your thoughtfulness in creating this space!
A charming duplex features a bright pink exterior with white awnings. A swing and patio chairs are located in the front yard, surrounded by potted plants. Bicycles are parked nearby, enhancing the inviting atmosphere of this beachside property.
Cottage in Clearwater Beach
4.76 out of 5 average rating, 146 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

LoniRating, 5 stars3 months ago
Our cottage wasn’t ready when we arrived but Captain Al was very responsive and accommodating! He provided us another cottage in a timely manner and generously took care of our dinner tab while we waited. It was very chilly in Florida during our stay and Captain Al brought us an additional space heater to use during our stay. The location is amazing and the cottages are very unique! We’d definitely come back!
Guest favorite
The exterior of a fully remodeled cottage is shown, featuring a gravel yard surrounded by various tropical palm trees. A light blue door adds a pop of color to the neutral siding, while a white picket fence partially borders the property.
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 37 reviews

Beachy Keen Cottage A only steps to the Beach

Natthakarn (Emma)Rating, 5 stars6 days ago
Beautiful home, nice & spacious kitchen, and all beach amenities provided. Our family really enjoy our stay, perfect location with really short walk to the beach. Paula was a great host and quick to response. Thank you for our wonderful stay and we will be back.
Guest favorite
A private hot tub is positioned on a wooden deck, outfitted with two black chairs and a small table. The cottage features a light blue exterior with a white door framed by two towels. A pergola with climbing plants is visible in the background.
Cottage in Safety Harbor
4.9 out of 5 average rating, 80 reviews

Downtown Luxe Comfort Cottage with Hot Tub!

ElonRating, 5 stars2 weeks ago
The cottage was perfectly located in Safety Harbor, close to everything and had all the amenities to enjoy every experience the area has to offer.
Top guest favorite
A bright and airy seating area features a hanging chair and a cozy sofa, adorned with colorful cushions. Natural light floods in through large windows, complemented by light-toned wooden flooring and a textured pink area rug that adds warmth to the space.
Cottage in Largo
4.98 out of 5 average rating, 50 reviews

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

KellaRating, 5 stars1 week ago
Great stay for our family! The home is very clean and decorated with a beachy, fun vibe! Great bathroom, comfy beds and lots of places to hang out! The dryer was very helpful with wet towels and beach gear was great. Our favorite part of the home was the backyard. The plunge pool was so fun and we loved the game room and golf. Private yard and we enjoyed the birds over coffee each morning! Recommend for any family!
Guest favorite
A charming coastal cottage is depicted, featuring a welcoming front porch with rocking chairs and vibrant seating. Lush plants in decorative pots frame the entrance. The exterior is painted in soft grey tones, complemented by white shutters and a serene pathway leading to the door.
Cottage in Crystal Beach
4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

JasonRating, 5 stars7 months ago
Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!
Top guest favorite
A vibrant outdoor area features a sparkling hot tub surrounded by lush greenery. Comfortable seating arrangements and a dining table create an inviting space for relaxation. A charming yellow cottage stands in the background, complemented by various tropical plants and trees.
Cottage in Largo
4.96 out of 5 average rating, 92 reviews

Hidden Oasis #1, hot tub near the beach

MicheleRating, 5 stars3 weeks ago
Ame is a wonderful host! This is the cutest little house, stocked with everything you might need for a stay in sunny Florida! Clean as a whistle, too. Location was perfect, groceries, the beach, pizza and shopping all close by.
A private Jacuzzi is situated beneath a canopy, creating a shaded relaxation area. Above, a hanging basket filled with colorful flowers adds vibrancy. Surrounding greenery and a trellis provide a secluded and tranquil ambiance, inviting guests to unwind and enjoy the peaceful environment.
Cottage in North Downtown
4.56 out of 5 average rating, 36 reviews

Castle Keep Guest House

PeterRating, 5 stars24 months ago
Tim and Jeannie are the best hosts ever! Communication and local recommendations are top notch! If you are like us, you’ll be on the go because Saint Petersburg offers so much with arts, culture and outdoor recreation that most of the time was being out and about. However, when you get back, you’ll feel like you’re at home and everything you need is right there! Sleep in and eat breakfast at the cottage, come back early and watch a movie or hit the hot tub or just do another load of laundry and hit the beach one more time! It’s so convenient and the best location ever! Thank you Tim and Jeannie :)

Pet-friendly cottage rentals

Superhost
Cottage in Indian Rocks Beach
4.74 out of 5 average rating, 31 reviews

Yachtsman Gulf front on sand, Sleeps 6 Heated Pool

LaurieRating, 5 stars2 months ago
The Yachtsman is a charming cottage in a perfect location, with a lovely view of the ocean. Open the front door and you're right on the beach to go for a walk, sit on the patio and see a beautiful sunset every night. It was impressive how quickly and well the Management restored everything after the hurricanes. Staying at The Yachtsman was a special and unique experience; I would do it again in a heartbeat if I could.
Top guest favorite
A spacious backyard is featured, bordered by a wooden fence for privacy and lined with tropical plants and trees. A concrete patio area is included, which features a grill covered for protection. The lawn is open and well-maintained, providing a serene outdoor space.
Cottage in Gulfport
4.96 out of 5 average rating, 153 reviews

The Pelicans Roost / Gulfport

CatherineRating, 5 stars1 day ago
Bob was very accommodating, easy to communicate with and very friendly. Everything went smoothly, from entry to instructions for leaving. Adorable place, all new appliances, nice bedrooms, even great water pressure in the shower! Can’t wait to come back!
Top guest favorite
A glass table is set with two wine glasses and a bottle of red wine, inviting relaxation. The backdrop features a picturesque view of the surroundings, with lush greenery and a sunset sky visible in the distance.
Cottage in Dunedin
5 out of 5 average rating, 16 reviews

Cozy Cottage Near Downtown + Waterfront

ThomasRating, 5 stars1 day ago
Citrus Cottage 2 was the perfect size for my wife and I. The location can't be beat. Dunedin is a walkable town, and the cottage was right in the center of everything. We were a 5-minute walk to numerous restaurants and breweries and to the Pinellas Trail. Michael provided a clean and comfortable home for us to relax in. The shower was amazing and felt so good after a 13+ mile bike ride. We have been to Dunedin several times and this was, by far, the best place we've stayed in. We highly recommend Citrus Cottage 2, and we will definitely look to stay here again the next time we visit Dunedin!
Top guest favorite
A cozy living room features a tan sofa positioned across from a purple armchair. A round coffee table is centered on a light-colored rug. Colorful artwork adorns the wall, while a floor lamp provides warm lighting. The space is brightened by natural light through a window.
Cottage in St. Petersburg
4.95 out of 5 average rating, 123 reviews

Artsy guest house; near downtown w/ private patio

PhoebeRating, 5 stars1 week ago
We LOVED staying at Christopher’s. The apartment was exactly what we needed. The neighborhood is adorable and so close to downtown. Christopher was an absolute gem of a host who went above and beyond to make sure we had a great stay. So grateful! Would return.
Top guest favorite
A bright living area features a spacious sofa adorned with blue and green decorative pillows, complemented by a matching throw. A wooden coffee table with natural elements sits atop a woven rug. A piece of wall art depicting a serene beach scene adds a calming touch.
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 169 reviews

Pool | King Bed | Art Mural | Steps to the Beach

Mary AnnRating, 5 stars7 months ago
The cottage was immaculately clean and comfortable. It was stocked with everything you would need such as kitchen necessities, toiletries, extra towels and beach items. The pool was beautiful and even lit up at night. It is a three minute walk to the beach and some of the bars and restaurants. It is a very quiet neighborhood. The host was extremely nice and responsive with everything. We would stay there again. And I loved the free library out front. I left a book in there ☺️If you are thinking about renting this cottage, you definitely should, you won't be disappointed.
Top guest favorite
An enclosed front porch features two white rocking chairs positioned on a patterned floor. A door with a large letter 'A' offers access, while windows provide natural light. Decorative elements include a small sailboat and hanging plants, complemented by a teal area rug.
Cottage in Gulfport
4.99 out of 5 average rating, 265 reviews

Gulfport Art District - One Block From Beach!

ChristinaRating, 5 stars1 day ago
Whenever I visit Gulfport, Uncle Finley’s is the first place I check for availability. The house is well situated with all the right touches to make you feel at home. There have been some recent improvements to the inside and outside of the home that add even more value to the stay.
Guest favorite
A spacious living area features a large sectional sofa in a neutral tone, accented by coastal-themed artwork on the walls. Light wood flooring complements the room, which includes a dining table and two bar stools, allowing for casual seating options. Bright natural light floods the space.
Cottage in Indian Rocks Beach
4.91 out of 5 average rating, 122 reviews

ALL NEW! Coral Sands II ~Coastal Modern 2/2 IRB

JessRating, 5 stars3 months ago
We really enjoyed our stay at the Indian Shores Beach Cottage! Property was exactly as the photos describe, easy check-in, cute minimal decor which is always helpful traveling with children (less to babyproof), host was friendly and responsive, and best of all.. Location is just one block walk to the beach! A quiet, relaxing, tropical stay for our annual FL getaway! :)
Top guest favorite
Cottage in Indian Rocks Beach
5 out of 5 average rating, 8 reviews

Kamp Komfort Historic Family Beach House

MindyRating, 5 stars1 week ago
This place is a gem, absolutely lovely. The location is wonderful, very easy to park and walkable to restaurants, shops, and nature preserve. We barely used our car. The beach here has just the right amount of people; I didn't feel too secluded or too overrun. The place itself is charming with an old Florida feel but immaculately clean and fresh. It is exactly like the photos only even cuter in person. The kitchen had everything we needed. I loved seeing all the family photos; they made it feel warm and inviting. Sunsets from the porch are spectacular. Morgan is wonderful and there if you need anything. I cannot say enough nice things. We thoroughly enjoyed our stay and are already dreaming of a next time.

Private cottage rentals

Superhost
A wooden picnic table with attached benches is shaded by a large red umbrella. Surrounding greenery enhances the outdoor space, while a white fence provides privacy. A sturdy tree trunk is prominently featured, offering a natural element to the area.
Cottage in Largo
4.79 out of 5 average rating, 68 reviews

Cottage by the Coast 2 bd - Pet Friendly

TaylorRating, 5 stars1 month ago
Very happy with Jennifer’s responsiveness and helpfulness. She went above and beyond, and had almost everything we could’ve possibly asked for available. The place was very close to all nearby beaches ~ 10-20 minutes. Everything was clean and the furniture was comfortable, which is rare for these airbnb’s. Definitely looking forward to staying in more of Jennifer’s airbnb’s in the future.
Guest favorite
The image captures a tranquil shoreline at sunset, with gentle waves lapping at the sandy beach. Silhouettes of palm fronds are seen on the left, while the horizon features a blend of warm colors as the sun sets over the water.
Cottage in Crystal Beach
4.71 out of 5 average rating, 77 reviews

Crystal Beach Yellow Cottage

SusanRating, 5 stars2 months ago
My husband and I enjoyed our stay at the cozy cottage. The location to Crystal Beach is great! We loved sitting on the screen porch. The house is just like the pictures. We had everything we needed to spend one month. Joni is a responsive host. We would be happy to stay again.
Top guest favorite
A sandy path leads through beach grass to a wide expanse of beach and ocean. Sunbathers and beachgoers can be seen enjoying the tranquil shoreline under a clear blue sky, with gentle waves lapping at the sand.
Cottage in Clearwater Beach
5 out of 5 average rating, 33 reviews

NEW! 2BR/2BA Finest Vacation Home Steps to Beach

MarkRating, 5 stars1 month ago
This place is very close to the beach and walkable to the local stores and restaurants. Beautiful place - had everything we needed! We hope to return again!
Superhost
An aerial view captures the sandy shoreline meeting the calm green waters of the Gulf. A meandering path runs parallel to the beach, flanked by sparse vegetation. Nearby residences are visible along the street, providing a glimpse of the neighborhood's layout.
Cottage in Pass-a-Grille Beach
4.93 out of 5 average rating, 15 reviews

Beach Cottage- Pass a Grille- Steps to beach

JohnRating, 5 stars3 months ago
Very responsive, went above and beyond!
Guest favorite
A pathway is visible leading toward a tranquil waterfront, framed by lush greenery and palm trees. The sunlight filters through the leaves, casting dappled shadows on the ground. A sign can be seen in the background, indicating the proximity to the water.
Cottage in Crystal Beach
4.92 out of 5 average rating, 61 reviews

Mango Cottage, pet friendly, steps to gulf

AnneRating, 5 stars2 weeks ago
We had a wonderful relaxing stay. The home was as pictured and had a cozy welcoming feel. It had everything we needed, included lots of towels and linens, and extra toiletries for any forgotten items. We also enjoyed the morning show of bunnies and birds! A quiet neighborhood and we slept great in very comfortable beds. Thanks for a nice break!
Guest favorite
Cottage in Indian Rocks Beach
5 out of 5 average rating, 14 reviews

Beachside Historic Cottage – Steps to Sand!

JosephRating, 5 stars1 month ago
We really enjoyed our stay, walk to beach, comfortable deck, close access to restaurants and shops. We were a little apprehensive of the circular stairs at first but were no issue at all. Only downside was the spotty Wi-Fi which both Jude and Jenni tried to help with, but it was a Spectrum issue. Both were available and extremely accessible, helpful and friendly.(
Guest favorite
A lush tropical garden is displayed, featuring a tall fern surrounded by various plants. A wooden deck is visible in the background, framed by a wooden fence. Soft light filters through the trees, highlighting the greenery and creating a serene atmosphere.
Cottage in St. Petersburg
4.95 out of 5 average rating, 55 reviews

Old Florida Paradise Secret Lair Cottage

DebiRating, 5 stars2 weeks ago
Excellent experience! We loved everything about the cottage! Great location, lovely grounds, loved sitting on the porch and watch tv….highly recommend!
Guest favorite
A heated pool is surrounded by a spacious patio with lounge chairs, inviting relaxation. Lush palm trees and greenery provide a tropical backdrop, enhancing the outdoor oasis. Warm sunlight reflects off the water, creating a serene atmosphere for enjoyment.
Cottage in Indian Rocks Beach
4.88 out of 5 average rating, 42 reviews

Backyard Oasis with sand and private pool

Deidre MarieRating, 5 stars7 months ago
This was the first time staying in an Airbnb and I highly recommend this property and the management company, 5 stars ⭐️ . The home was just as advertised but better. Home was sparkling clean and I own a cleaning business in Tampa, so that says a lot! It was walkable to the beach, great restaurants and grocery stores. Everything you need for the first day/night to get you started on your getaway. The pool was clean and we loved the beach sand area of the pool area! The host and his associates were very responsive. We look forward to staying at this house or any of the other 29 properties the host has!

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