Family-friendly holiday rentals in Pinellas Park

4.95 out of 5 average rating, 244 reviews

The exterior of the vacation home features a well-maintained front yard with vibrant landscaping, including small shrubs and decorative stones. A spacious walkway leads to the entrance, where a small table and chairs are positioned for outdoor seating.

Home in Seminole

Magnificent home full of Love

Beautiful vacation home located in a quiet neighborhood with lots of outside space in the front and back. The property is located in Seminole Florida. It is 5 minutes away from the beach, 7 minutes away from johns pass, 2 minutes away from grocery store and amazing restaurants. It is 15 minutes away from Downtown Clearwater. This lovely home includes 4 bedrooms with 3 queens and 2 XL twin beds. All bedding and linen are brand new. 2 bathrooms. Also with spacious kitchen and living room. Amazing!

4.88 out of 5 average rating, 118 reviews

The exterior of the single-family home showcases a well-maintained facade, complemented by lush tropical landscaping. A spacious driveway leads to a garage, while a private, fenced yard is visible beyond. Large windows allow natural light to brighten the interior, set against a clear blue sky.

Home in Seminole

Tropical Pool Resort– Close to Beach, Lake, Golf

Relax in this spacious 4BR pool home near Florida’s sandy beaches & Lake Seminole Park! Safe and Ready! Enjoy a private fenced yard and pool, tropical landscaping, and plenty of space for family, work, or play. Just minutes to golf, tennis, dining & top attractions. Perfect for vacations, snowbirds, or remote work with 2 desk areas including one standup desk, a stocked kitchen & fun extras like bike, beach gear & fitness space. Ask about special promotions then book your tropical retreat today!

Apartment in Pinellas Park

A charming terrace features a jacuzzi surrounded by wooden walls adorned with greenery. Soft lighting illuminates the space, creating a cozy atmosphere. Two turquoise chairs and a small blue table invite relaxation and conversation.

4.84 out of 5 average rating, 243 reviews

Oasis Terrace

Welcome to "Oasis Terrace", your exclusive haven of serenity! Immerse yourself in modern luxury with our newly remodeled studio. Revel in the charm of a private entrance, ensuring a perfect escape to your personal retreat or couple's getaway. You can dine on the charming terrace, decorated to enjoy a relaxing stay in your own private jacuzzi and capture beautiful photographs and save beautiful memories forever in this unique place. Book now and treat yourself to a getaway at Oasis Terrace.

4.97 out of 5 average rating, 171 reviews

Home in St. Petersburg

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you enjoy a pool heated to 86 degrees for free! Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.

Guest suite in Orange Lake Village

A plunge pool features a vibrant blue tiled interior, flanked by a wooden frame. Two pink flamingo floaties rest on the water's surface. A greenery wall in the background is adorned with a softly illuminated sign reading 'Tiny Oasis.'

5 out of 5 average rating, 109 reviews

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks

Welcome to The Tiny Oasis! A cozy boutique style retreat in Largo, FL, near Indian Rocks and Clearwater Beach that’s packed with luxury. Lounge by the plunge pool, fire up the Blackstone or enjoy an outdoor movie night. Unique touches and a 5-star experience prove that small spaces make big memories! Tap ‘Show More’ below! What’s There To Look Forward to? 👙Plunge Pool 🚿Outdoor Shower 🔴 Corn Hole ⛱️ Beach Gear 🍔Grill 🅿️ Private Parking 🍳Cook at Home 🧺 Your own private Washer/Dryer

The exterior of the guest house showcases a charming single-story structure with a light-colored façade. Lush greenery, including palm and decorative plants, borders the neatly manicured lawn. A spacious driveway leads to a two-car garage, framed by tall trees under a clear blue sky.

4.98 out of 5 average rating, 117 reviews

The Guest House

The Guest House is a coastal themed 2100 sq ft house, split floor plan, 3 bedrooms & 2-1/2 baths for sleeping 6 comfortably. The Guest House is nestled in a quiet neighborhood in Pinellas Park, FL & is a favorite family vacation get-a-way close to beaches & attractions. Enjoy the Master Suite with an adjustable Sleep Number king bed & Master Bath with garden tub, shower & walk-in closet. After a day of enjoying the beaches or attractions, relax, & unwind on the private screened lanai.

An outdoor space is illuminated by sunlight, featuring a heated pool surrounded by comfortable lounge chairs. A new hot tub occupies a corner, while a cozy seating area provides a space for relaxation. A screened enclosure maintains a pleasant atmosphere.

4.98 out of 5 average rating, 296 reviews

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

If you like pops of color, modern decor a FREE HEATED pool seasonally Oct 15-April 15 (80-85 degrees) HOT TUB , RARE SAUNA, TIKI BAR fire pit and everything new then this house is for you! BRAND NEW HOT TUB installed 4/2025!!! Very Close to shopping and beaches perfect dedicated vacation home! We are family owned and operated and dedicated to you and your vacation experience. Message me if you have any questions! SUPER FAST WIFI 753Mbps - (1 G if you plug into modem) verified by Airbnb

A collage of images showcasing the home's highlights. A bright living area features a white couch and seaside artwork. The backyard presents a heated pool, seating area, and grill. A modern kitchen with sleek finishes is displayed alongside a dining table set for six, perfect for gatherings.

4.89 out of 5 average rating, 132 reviews

Gorgeous Heated Pool House Near Gulf Beaches!

*****AVAILABLE TODAY - (May 04, 2026) - BOOK NOW!!! 🏡 Make unforgettable memories in this inviting 4-bedroom, 1-bathroom heated pool home that comfortably sleeps up to 10 guests—perfect for families and groups. Just 20–25 minutes from St. Pete–Clearwater International Airport and 10–15 minutes from Tampa International Airport, plus only 25–30 minutes to top beaches like Clearwater Beach, Madeira Beach, and St. Pete Beach. 🏊🏻‍♂️ FREE POOL HEATING FOR A BETTER, COZIER STAY ✨

4.99 out of 5 average rating, 136 reviews

[Top Pick] Family Fun Retreat | Heated Pool

Welcome to your vacation paradise! This stylish home is perfect for family fun and relaxation. Enjoy modern comforts, a spacious living area, a well-equipped kitchen, and 4 cozy bedrooms. Outside, epic games room with arcade games, football, basketball: or, unwind by the pool or soak up the sun in the private yard, with a full screened in area & tiki bar! With nearby attractions for all ages, this is your ideal base for a memorable family getaway.

4.91 out of 5 average rating, 168 reviews

Vacation destination 4 bedroom house

No mandatory evacuation zone. This stylish place to stay is perfect for group trips, very spacious 4 rooms and common areas, every room has a ceiling fan and Smart TV . Location is perfect, 5 min to US 19, 20 min to Tampa Airport, 20 min to downtown, 20 min to beaches, safe and quiet neighbourhood. Backyard is completely fenced and private, gigantic deck on 3 sides of the house with 3 entrances , fire pit, and gas grill. Pets are welcome here!!

An open living area features a gray sectional sofa facing a wooden coffee table. Bright artwork adorns the walls, complemented by stylish bar stools at the kitchen island. Modern fixtures and natural light create an inviting space, with light-colored flooring extending throughout.

4.85 out of 5 average rating, 112 reviews

Beautiful Retreat Haven/ 7 miles to beach

Indulge in the perfect vacation getaway with our splendid 3-bedroom, 2-bathroom listing. This beautifully renovated property offers the allure of an outdoor fire pit, a recent brand new remodel, and the convenience of WiFi and smart TVs throughout the entire house. Nestled in a tranquil and quiet neighborhood, we're just 7 miles away from the sun-kissed beach, offering you the best of both worlds - peaceful relaxation and coastal adventure.

4.98 out of 5 average rating, 170 reviews

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!

Popular amenities for Pinellas Park family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Tiny home in Ybor City Historic District

A rustic tiny house stands within a lush garden, featuring a wooden deck adorned with comfortable seating. The entrance showcases large glass doors, framed by greenery, while a charming pathway of stones leads toward the entrance. Subtle decorative elements enhance the inviting outdoor space.

4.99 out of 5 average rating, 588 reviews

Cozy AF Tiny-House Oasis

Guesthouse in Central Oak Park

A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.

4.98 out of 5 average rating, 248 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

4.97 out of 5 average rating, 158 reviews

[Top Pick] Family Fun Getaway | Heated Pool

Campervan/RV in Pinellas Park

An outdoor jacuzzi is nestled under a pergola, surrounded by green artificial grass. Soft lighting highlights the water's surface. A projector screen is visible, ready for media display, and curtains can be drawn for privacy. Relaxation is emphasized in this inviting space.

4.85 out of 5 average rating, 164 reviews

Night Sky Getaway + Private Hot Tub (RV)

A private outdoor pool is surrounded by a spacious patio, featuring tropical landscaping and palm trees. The pool area includes a shallow ledge for lounging. The exterior of the home, with light-colored stucco, is visible in the background alongside a securely fenced yard.

4.86 out of 5 average rating, 176 reviews

The Paradise Cove No. 1

4.91 out of 5 average rating, 196 reviews

A sunset is captured over the intercoastal waterway, with warm hues reflecting on the water's surface. Silhouettes of palm trees line the foreground, while distant markers indicate the waterway's navigation. The scene conveys a tranquil ambiance, enhanced by the fading light.

Condo in St. Petersburg

Heron's Hideaway- Studio by the bay!

4.83 out of 5 average rating, 143 reviews

The backyard features a landscaped area with a fire pit surrounded by seating, creating a cozy gathering spot. A putting green is visible, along with a covered patio that includes outdoor seating, illuminated by charming string lights, and vibrant decor enhancing the outdoor experience.

Home in St. Petersburg

Bali inspired near White Sand beaches and Downtown

4.98 out of 5 average rating, 287 reviews

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

Condo in St. Petersburg

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 144 reviews

An outdoor patio area features a dining table adjacent to a heated pool. Lounge chairs are positioned nearby, under a screen enclosure. The pool is framed by a laid stone surface, with a view of lush greenery beyond the surrounding fence.

Villa in St. Petersburg

Heated Pool! Huge Walk In Shower! 5 min to beach!

Tiny home in St. Petersburg

A bright studio space features a comfortable bed with soft linens, flanked by two wooden benches. A small vanity with a mirror and sink is positioned nearby, while warm overhead lights complement natural light streaming in from the window.

4.95 out of 5 average rating, 217 reviews

King Bed Studio| Clean & Private |Central Location

4.8 out of 5 average rating, 20 reviews

The Lakehouse at Pinellas Park

The exterior of a single-story home is presented, featuring a light-colored brick facade and a concrete driveway. Lush green grass surrounds the property, and young trees are planted in the front yard. A garage is visible on the left side, with a welcoming blue front door.

4.93 out of 5 average rating, 122 reviews

Mac Crillus Beach House Pet friendly

4.93 out of 5 average rating, 105 reviews

A fully equipped kitchen is presented with modern cabinetry and an inviting island with bar seating. Natural light fills the space through large windows, while a vibrant orange door adds a pop of color. Wood flooring complements the overall design.

Home in St. Petersburg

*Fenced Yard* 8 min to Downtown - FAST Wifi

The image displays a collage of the Splash House. Upper left shows a cozy seating area with modern furnishings in light colors. Upper right features a bright bedroom with a spacious bed and decorative accents. Lower left highlights a tranquil pool area surrounded by a patio. Lower right showcases a bathroom with modern fixtures and a stylish double sink.

4.95 out of 5 average rating, 116 reviews

Splash House - Relaxation Haven/Private Pool

Guest suite in Pinellas Park

A well-appointed sleeping area features a spacious bed with light blue bedding and decorative pillows. A neutral-colored throw lies across the bed. A decorative tray holds two glasses, and a scenic coastal artwork hangs above the headboard, enhancing the relaxing ambiance.

4.96 out of 5 average rating, 53 reviews

Coastal Haven Casita | pvt suite | pet friendly

5 out of 5 average rating, 17 reviews

A light-filled living area features a comfortable sectional sofa and two armchairs positioned around a media console. A large television rests on the console, with a subtle electric fireplace visible underneath. A palm plant adds a touch of greenery to the space.

Home in Seminole

A Coastal Hideaway

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 16 reviews

3 TVs Saltwater Pool Spa Netflix 20 mins Airport

An inviting backyard pool area features a crystal-clear swimming pool surrounded by patio pavers. Two pink inflatable flamingos float in the water, and an outdoor kitchen with a grill is visible under a screen enclosure, providing a seamless blend of indoor and outdoor living.

4.73 out of 5 average rating, 11 reviews

Heated Pool Home | Pet-Friendly | Minutes to Beach

A private pool area is showcased, featuring a clear blue pool surrounded by paved stone, with vibrant lounge chairs positioned nearby. Lush greenery and decorative elements enhance the outdoor space. A bright sky with scattered clouds complements the inviting setting.

4.88 out of 5 average rating, 17 reviews

Oasis in Largo. Beautiful pool house, hot tub.

5 out of 5 average rating, 26 reviews

NEW Cozy 4BR Paradise - FREE Heated Pool+Game Room

4.92 out of 5 average rating, 89 reviews

Family Home Heated Pool Pets Welcome Near Beaches

5 out of 5 average rating, 12 reviews

Tropical Palm Haven w/ Pool & Firepit

4.71 out of 5 average rating, 7 reviews

Largo Pool Home with Grill & Private Yard

A private backyard pool oasis is shown, featuring a curvy, light blue pool surrounded by concrete decking. Lush greenery and a wooden fence provide privacy, while a small blue shed and a wooden structure with a roof are visible in the background.