Family-friendly vacation rentals in Gulfport

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Top-rated family-friendly rentals in Gulfport

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Largo

4.99 out of 5 average rating, 314 reviews

Paradise Cottage Largo high ground Safe - Beaches

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Guest favorite

Guest suite in Gulfport

4.92 out of 5 average rating, 471 reviews

Gulfport Studio STEPS to Beach & Restaurants

Calling all beach lovers! Fall in love with this unique Gulfport Beach Cottage! Colorful, light & bright. Located on a corner lot STEPS from popular Beach Blvd & Gulfport beach, fishing pier, eclectic Gulfport shops, cafes and everything FUN! Gulfport has artsy and quirky shops, fabulous waterfront restaurants and a thriving art scene. Gulfport is a funky community all its own. Gulfport has an Art Walk on the First Friday and Third Saturday and a Tuesday market every week. Don’t miss it!

Guest favorite

Guest suite in Largo

4.97 out of 5 average rating, 341 reviews

Private Pool, Jacuzzi, Walk to Beach.

This Guest Suite is a large Studio Apt(360 sq ft) attached to our home. It has a private entrance, a large bath, large bedroom with pool view and private deck. Also includes a kitchenette with full size fridge, toaster, coffee maker and microwave. No Stove. Complimentary breakfast snacks including Coffee, tea and biscuits. Relax on the deck and watch the birds on the bird feeder or grab our bikes, beach chairs and head to the beach. Grill available. Please read house rules before booking.

Superhost

Home in Gulfport

4.78 out of 5 average rating, 264 reviews

The Flamingo Flat

This is a charming freshly painted mid-century modern "Old Florida Coastal" home! Great location with off-street parking. Fully furnished covered porch with ceiling fans in very private partially fenced yard. Just a 1 mile walk or ride to Gulfport Beach and Arts District, and 3 miles to Sunset Beach on the pristine Gulf of Mexico. Two bedrooms (1 queen and 1 twin). People of ALL sizes, colors, beliefs, cultures, religions, sexes and backgrounds are welcome here as long they DO NOT SMOKE!

Guest favorite

Bungalow in Historic Old Northeast

4.86 out of 5 average rating, 390 reviews

'Ole' Florida Cottage - Historical Old NE

This is our 1921 cottage with old Florida charm -GREAT LOCATION! A block from the Bay Beach, parks, and four blocks from downtown St. Petersburg & the Vinoy. A short walk to great restaurants, cafés, bars, galleries, & museums. This clean, charming cottage includes a large enclosed porch with large wicker chairs to relax and enjoy your morning coffee or evening cocktail. Newly renovated bathroom. Ceiling fans, full kitchen, many windows for light & charm. We think you will love it!

Superhost

Bungalow in Gulfport

4.9 out of 5 average rating, 133 reviews

Shady Paradise Close to All!

Totally remodeled 1960's bungalow with retro old Florida furnishings, two bedrooms with comfy new mattresses on 3 beds, and a foldout bed to sleep extra guests. Comes equipped with everything you need for a great vacation! Full kitchen, dining area, and private yard with mature trees. Free laundry facilities on site. Perfect for families- and pets are welcome too! Parrot Park is a shady and quiet vacation retreat, located a short walk from restaurants, nightlife and Gulfport beach!

Guest favorite

Guesthouse in Saint Petersburg

4.84 out of 5 average rating, 776 reviews

Private & Cozy Tiny Home/Cottage

This is a cozy converted workshop with all the amenities of a traditional home! You'll have a comfy bed that sleeps 2 with an air mattress upon request, TV with streaming capabilities, WiFi, air conditioning, W/D, closet space, cooking stuff, & bathroom. If you love tiny homes, you'll love this. Because of it being a converted workshop, it still has that feeling in some regard. It's a little rustic, but still charming. It's not a hotel, nor does it try to be. Pets are welcome.

Guest favorite

Cottage in Gulfport

4.99 out of 5 average rating, 263 reviews

Gulfport Art District - One Block From Beach!

Welcome to Uncle Finley's! Situated in the heart of Gulfport's Art and Waterfront District, This cottage listing is for unit A of the duplex. Step outside and walk to Gulfport Beach only one short block away, experience the highly-rated restaurants and shops, or browse local arts and crafts during the weekly Tuesday Morning Market during your stay. Want to experience more of Tampa Bay? Downtown St. Pete, St. Pete Beach, and I-275 access are only ten minutes away.

Guest favorite

Guesthouse in Historic Kenwood

4.97 out of 5 average rating, 285 reviews

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

Guest favorite

Condo in Saint Petersburg

4.81 out of 5 average rating, 449 reviews

Walk Everywhere | ❤️ of Downtown St Pete

This property is located in the heart of downtown St Pete just two blocks from Central Avenue and many museums restaurants, bars and micro breweries. No need for a car! Publix Super Market - 0.3 Miles (5 Minute Walk) 🎼Jannus Live - 0.5 Miles (10 Minute Walk) ⚽️Al Lang Stadium - 0.6 Miles - (15 Minute Walk) ⚾️Tropicana Field - 0.6 Miles - (15 Minute Walk) 🎨Dali Museum - 0.9 Miles (20 Minute Walk)

Guest favorite

Home in St. Petersburg

4.94 out of 5 average rating, 103 reviews

Airstream-A-Dream Inn

This listing is for a really cool, clean North St Petersburg 1 bedroom 1 bath Retro Airstream it has just been updated with all new memory queen bed in the bedroom and full size sofa bed in the living room. Private entrance and parking and full access to pool. Located minutes from all the activities of Downtown St Pete. 20 minutes to the Gulf Beaches and Tampa Airport.

Guest favorite

Guest suite in Historic Kenwood

4.97 out of 5 average rating, 215 reviews

Historic Kenwood Studio with Pool

Located in the Historic Kenwood neighborhood, this studio apartment boast a central location to take advantage of all St Pete has to offer; minutes from our vibrant downtown and world-renown beaches and steps from the Edge and Grand Central districts. At the end of the day relax by the pool or the tranquil Koi pond.