Family-friendly vacation rentals in Holmes Beach

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Top-rated family-friendly rentals in Holmes Beach

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

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Superhost

Home in Bradenton

4.87 out of 5 average rating, 127 reviews

IMG golf & close to AMI- Ocean View | Slt Wtr Pool

**Welcome to The Beachview @ Bayside** Your private slice of paradise in beautiful Bradenton, Florida! With breathtaking views of the inner coastal waterway, Longboat Key, and Anna Maria Island, this spacious retreat is the ultimate destination for families or groups looking for relaxation, adventure, and everything in between. **Spacious Comfort for Everyone** The Beachview @ Bayside features 3 main-level bedrooms, each with a private deck for sipping morning coffee or unwinding with sun

Superhost

A light and airy kitchen space features modern cabinetry and stainless steel appliances. A glass dining table is surrounded by four upholstered chairs. Natural light streams in through large sliding doors, revealing an outdoor patio area adorned with greenery.

Townhouse in Siesta Key

4.86 out of 5 average rating, 145 reviews

"Relax Here" -Royal Palm Suite- Siesta Key Beach

The pampering begins HERE: 3 bed/ 2.5 baths townhouse, sqft 1,850, 2 kings & 1 queen bed, an enchanting loft bedroom with it's own balcony and incredible Gulf / Beach views All 3 balconies have Gulf views!! Imagine sitting on your patio and watching people at the beach. Gumbo Limbo Rentals is a mini resort, 60 steps to the beach with only 2 duplexes sharing a black bottom lagoon pool which is heated during the colder winter months. Free: Wifi, beach chairs & sun umbrellas, 2-3 parking spaces

Guest favorite

A white gazebo is surrounded by lush greenery, featuring a round table and four chairs with bright green cushions. The flooring is concrete, and the structure offers a shaded retreat, providing an inviting space for relaxation and conversation.

Home in Sarasota

4.93 out of 5 average rating, 110 reviews

Sunny Sarasota Vacation Home - VR2400236

Quiet Neighborhood - Single Private Home, Great Location! This beautiful home includes 3 bedrooms, 2 bathrooms and sleeps up to 10 people. Near #1 Rated SIESTA KEY BEACH & LIDO KEY BEACH. Come and relax in this newly renovated home. Large living room, dining room and lanai to accommodate your friends & family. 5 TV's, DVD players, Cable, Internet. Fully equipped kitchen & laundry. Bus stops, grocery stores & restaurants are near by. Base rate covers 6 guests; $20.00/night/additional guest.

Guest favorite

A cozy living area is highlighted by a soft, textured chair and a light wooden console holding a large television. A view into the adjacent bedroom is visible, featuring a spacious bed and bedside tables, while natural light cascades in through the windows.

Home in Sarasota

4.88 out of 5 average rating, 153 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Guest favorite

An aerial view captures the expansive Siesta Key coastline, showcasing a stretch of sandy beach meeting calm blue waters. Nearby buildings and lush greenery punctuate the landscape, highlighting the serene environment just minutes away from the cottages.

Cottage in Sarasota

4.76 out of 5 average rating, 126 reviews

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) ONLY A 4 MINUTE WALK TO SIESTA KEY BEACH #1 in USA (no major streets to cross): First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!

Guest favorite

A cheerful children's room features colorful storage units in blue and green. A large window allows natural light to fill the space, while soft beige carpet provides comfort. Toy bins and an array of toys are arranged on the floor for playtime, contributing to a playful atmosphere.

Home in Clearwater

4.86 out of 5 average rating, 203 reviews

Spacious FamilyFriendly home, Large Saltwater Pool

Best Family vacation! Renovated Nov 2021 Central to CW Beach, Tampa & St Pete. Lg open split floor plan, 4 Bedroom 2 bath & add’l office, Smart TVs. Lg Master Bedroom, dressers, closets. Lg new saltwater pool, indoor pool table, laundry rm. Enclosed pool area. Walk 2 Eagle Lake Park- walking, fishing, bike trails & Lake. Just 6 miles to CW Beach. 5 min to all shops & food stores. Busch Gardens 30 min. Real home not just rental. Pool Heated for added cost based on outside temps.

Guest favorite

A children's play area is organized with a colorful play mat on the floor, a red toy house, and a blue storage bin labeled 'TOYS.' Shelves contain various storage containers, and a laundry basket sits nearby, creating a child-friendly environment.

Home in St. Petersburg

4.91 out of 5 average rating, 108 reviews

Cozy Dream FL Vacation Home Pool is heated!

We invite you to gather in our updated, beautiful ranch style home with a pool, fenced backyard, and beautiful new patio. We have high standards for cleaning and sanitizing between guests. We take great care to keep your family safe. Centrally located, it is ready for Eckerd College families, or your kid-friendly family vacation! Minutes away from beaches, golf, trails, downtown, & Tampa with easy access from I-275. Let us know when you will be visiting the area!

Top guest favorite

A tranquil lagoon pool is surrounded by lush tropical foliage and colorful flowers. A shaded seating area is visible, along with a light-colored house in the background. Multiple palm trees contribute to the serene atmosphere of this private oasis.

Apartment in Dunedin

4.99 out of 5 average rating, 237 reviews

Tropical Paradise

Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

Top guest favorite

A serene beach scene captures a sunrise over the ocean, with soft sand and gentle waves. A pair of wooden chairs is positioned on the shoreline, offering a perfect spot to enjoy the view. Lush grass borders the sandy area, enhancing the tranquil setting.

Condo in Indian Shores

4.96 out of 5 average rating, 139 reviews

Good Times and Tan Lines @ #105intercoastal

** Heated Pool ** | Great vacation location | Check the reviews below: 2 Bedroom / 2 Bath Condo across the street from the award-winning beaches of St Pete. All the conveniences you would expect! Granite counter tops, kitchen appliances, dishwasher, washer/dryer, new towels and linens, beach towels, 4K Smart TV, Cable TV, WIFI and AC. Grounds with private pool, small pool side grill, sunbeds, tables & chairs and restroom.

Guest favorite

The image captures a view of the Splash Harbour Water Park and adjacent condo building. Bright colors of the water slides contrast with the greenery of palm trees. The inviting pool area is visible, surrounded by lounge chairs and scenic pathways.

Condo in Indian Rocks Beach

4.85 out of 5 average rating, 222 reviews

Waterfront, Harbourside, Water Park, Beach, #6620

4 FREE daily water park passes and parking for one car is included! 3/5 minute walk to the BEACH! This 2/2 condo is located at the 'Harborside@Marker 33' and 'Splash Harbour Water Park' complex. This 6th floor "end" unit has a balcony that overlooks the Intracoastal and another that overlooks the Water Park! Come stay in this rare unit. There is a fully stocked kitchen that even includes a stackable washer and dryer.

Top guest favorite

The kitchen features white cabinetry with modern appliances, including a black refrigerator and microwave. A dining table with plush chairs is positioned under a chandelier. Natural light filters through a nearby window, creating a bright, inviting space for meals and gatherings.

Apartment in Dunedin

4.98 out of 5 average rating, 238 reviews

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

Top guest favorite

An inviting outdoor lounge area features a mix of white seating and colorful pillows on pallet furniture. A large picnic table in light blue provides space for dining, while nearby palm trees enhance the tropical ambiance. Natural light filters through sheer curtains, creating a relaxed atmosphere.

Home in Crystal Beach

4.95 out of 5 average rating, 164 reviews

*Family Paradise with Pool in Crystal Beach*

Escape to Crystal Beach Paradise, a spacious 6-bedroom retreat on Florida's Gulf Coast. This stylish getaway features a private saltwater pool, outdoor bar, and two well-equipped kitchens. Just minutes from pristine beaches, it's perfect for family relaxation and adventure. Book now for a memorable coastal retreat!