Family-friendly holiday rentals in Bay Pines

A spacious living area features a large TV mounted on a green accent wall, complemented by wooden flooring. Natural light enters through a window adorned with flowing curtains. A coffee table sits at the center, surrounded by comfortable seating and a decorative plant.

4.95 out of 5 average rating, 131 reviews

Charming Of Sand and Sea Home

Make yourself at home in this charming and relaxed house in a quiet family neighborhood. Every detail has been thought out with brand new modern furnishings. The living/dining/kitchen area is spacious with lots of natural light, and can easily accommodate 4-8 guests. A stocked kitchen is open to the living & dining areas equipped with refrigerator and dish washer. There is a full-size washer and dryer. All bed/bath/kitchen/beach linens are supplied. Large driveway available for free parking.

FamilyIndoor spacesCheck-in

4.95 out of 5 average rating, 157 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!

Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

Indoor spacesFamilyBackyard

4.92 out of 5 average rating, 104 reviews

An outdoor space features a basketball hoop and a putting green, surrounded by fresh landscaping. A spacious covered area is seen in the background, providing shade. Palm trees and a clear blue sky enhance the inviting environment.

Villa in Seminole

Perfect location 6BR/4BA Pool GameRoom 5 min Beach

We have recently finished 2 New bedrooms above the garage and a complete upgrade of the pool deck! Our location offers quick and convenient access to popular Gulf beaches including Treasure Island, Maderia Beach, and Saint Pt. Beach, as well as Rays stadium and beautiful Downtown Saint Petersburg. Our house features everything you need for a relaxing and enjoyable stay, including a heated pool, game room, board games, beach chairs, smart TVs, putting green, basketball hoop, ping pong, bags.ect

KitchenFamilyAmenities

4.96 out of 5 average rating, 249 reviews

Surf’s UP! Pool, Cabana & Poolside bungalow!

Presented by "ST PETE VACATION HOMES". Explore our 5 Airbnb homes online or on our Airbnb profile. Home sleeps 8 guests. OUTDOOR FEATURES: * adorable guest bungalow * saltwater pool w/ optional heater * large tiki hut w/ lounge seating, TV & beverage fridge * lounge seating w/ TV * bar top seating * propane grill * tropical foliage LOCATION: • madeira beach ~6 minutes • walmart, dining + coffee ~1 minute WALK!😇 • john’s pass village & boardwalk~10 minutes • downtown st. pete ~25 minutes

FamilyKitchenBackyard

4.96 out of 5 average rating, 183 reviews

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.

Indoor spacesFamilyBathroom

4.92 out of 5 average rating, 143 reviews

A private outdoor deck is shown with a mix of seating areas. A cozy sectional sofa is paired with square coffee tables, surrounded by decorative chairs. A large umbrella provides shade, while a tree adds a natural element to the space, creating an inviting area for relaxation.

Guesthouse in Seminole

Beachy Bohemian Bungalow with all the perks!

This cozy spot sits in a quiet neighborhood that boasts access to the Pinellas Trail Bike rental close Full kitchen w/ extras Queen bed w/ built in drawers Shelves & clothing rack Smart TV Full bath w/ walk-in shower Ample outlets/ USB Private deck for sun & shade Beach chairs, towels etc for beach Convenient to a dozen parks, beaches, shopping & restaurants. 2 miles to Madeira Beach 3 m - Johns Pass 1.2 m - Seminole City Center 7.6 m - St. Pete/ Clearwater Airport NO SMOKING NO PETS

KitchenIndoor spacesCondition

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

5.0 out of 5 average rating, 227 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Indoor spacesFamilyBiking

A spacious outdoor area features a heated pool and a separate hot tub, both illuminated in soft blue light. A covered terrace provides shade, with comfortable seating options visible in the background. The landscape is accentuated by subtle stone textures and professional lighting.

4.93 out of 5 average rating, 107 reviews

Villa Kailāsa-Pool, 6 min drive to the Beach!

Welcome to heaven on earth! This stylish modern ranch features 3 comfy bedrooms, 2 baths, elegant living and dining spaces, a full kitchen, office nook, and 3 smart TVs. Designed for families, it includes a crib, toys, bikes, beach gear, arcade basketball, and laundry. Slide open the doors to your private oasis—featuring a brand-new heated pool (78–83ºF, 8 AM–10 PM) perfect for relaxing, playing, and making lasting memories in comfort and style. We can’t wait to host you!

Indoor spacesKitchenBackyard

An outdoor area features a putting green with blue flags, designed for practice, surrounded by artificial grass. Adjacent is a heated pool area, with clear water and a marked pool deck. A shaded section offers lounge furniture for relaxation.

4.9 out of 5 average rating, 159 reviews

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

Looking for a beautiful pool home in St. Petersburg just 5 minutes from Florida's best beaches? This spacious 3BR, 2 bath home for 8 guests features a heated pool, ping pong table, dart board, putting green and pool basketball hoop. Enjoy fast WiFi, flat-screen TVs, and a fully equipped kitchen. The outdoor screened-in patio includes a comfortable sectional and smart TV, while the pool area boasts lounge chairs and furniture. Just 2 miles to the beach – perfect for relaxing.

FamilyKitchenTV

4.97 out of 5 average rating, 168 reviews

Coastal Retreat Near Madeira Beach With Game Room

This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

Indoor spacesFamilyGetting around

4.9 out of 5 average rating, 314 reviews

A modern living area features a large sectional sofa adorned with decorative pillows. A round coffee table sits at the center, displaying a small plant and snacks. Bright red chairs are positioned near a window, complemented by a light and airy ambiance from natural light.

Home in Seminole

Beachy Home Minutes from sugary sand beaches

Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!

FamilyKitchenParking

4.98 out of 5 average rating, 189 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- 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!

FamilyIndoor spacesWalkability

Popular amenities for Bay Pines family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 147 reviews

Waterfront studio! Heated pool and hottub

FamilyKitchenView

A serene sunset over the intercoastal waterway is captured, with warm hues reflecting on the calm water. Lush palm fronds frame the scene, enhancing the tranquil atmosphere as the sun dips below the horizon.

4.94 out of 5 average rating, 241 reviews

Sea La Vie- Studio by the bay!

KitchenIndoor spacesNearby

4.93 out of 5 average rating, 109 reviews

Top floor condo, water views, private balcony

KitchenFamilyLong stay

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.

4.98 out of 5 average rating, 297 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Indoor spacesFamilyNearby

A serene swimming pool is bordered by palm trees, with lounge chairs positioned around the edge. The pool area is complemented by views of the water and lush greenery, creating a tranquil outdoor escape.

4.86 out of 5 average rating, 118 reviews

Sunny St. Pete Getaway with Dolphins

Indoor spacesFamilyBreakfast

A living area features a comfortable gray sofa positioned near large glass doors, offering direct views of the waterfront. Natural light fills the space, highlighted by decorative curtains. A dining table is set nearby, accompanied by modern black chairs and a minimalistic wall mirror.

4.94 out of 5 average rating, 111 reviews

Forever Sunshine - Fully Renovated

FamilyKitchenAccess

A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.

4.91 out of 5 average rating, 198 reviews

The Oasis

Indoor spacesFamilyCondition

Guesthouse in St. Petersburg

Private Guesthouse in St. Pete w/ Pool & Jacuzzi

FamilyKitchenParks

4.85 out of 5 average rating, 141 reviews

Family- and pet-friendly home rentals

A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.

4.9 out of 5 average rating, 187 reviews

Hibernate in our Bear Creek Home

FamilyKitchenPets

4.92 out of 5 average rating, 131 reviews

An aerial view presents a vibrant community with a central pool area surrounded by lounge chairs. Nearby, tennis courts and landscaped green spaces enhance the outdoor environment. The multiple buildings feature warm-colored exteriors with tiled roofs, creating a harmonious residential atmosphere.

Condo in Seminole

Two Bedroom Pool View Condo in Seminole

Indoor spacesFamilyPool

A bright and airy living area is furnished with a spacious beige sectional sofa adorned with colorful throw pillows. A natural fiber rug lies underneath a coffee table, which displays decorative items. Large windows allow natural light, and sheer curtains provide a soft, inviting atmosphere.

4.99 out of 5 average rating, 109 reviews

Family Home For 10 | Grill+ Beach Gear Included

Indoor spacesFamilyNearby

Tiny home in St. Petersburg

A light-filled studio space features a comfortable bed along with a simple wooden table and chairs. A mounted TV is present on the wall, and a plant adds a touch of greenery. The flooring consists of neutral tiles, enhancing the spacious feel of the room.

King Studio | Immaculate, Private & Family-Run

FamilyKitchenBathroom

4.92 out of 5 average rating, 212 reviews

A bright orange sofa is arranged in a welcoming living area featuring decorative pillows and a neon sign reading 'A Bit Beachy.' Two table lamps provide soft lighting beside the sofa, and colorful oars are displayed on the wall above, enhancing the beach-themed decor.

4.93 out of 5 average rating, 41 reviews

Spacious and Short Drive to Beach

KitchenFamilyCleanliness

5.0 out of 5 average rating, 8 reviews

Colorful Tropical Pool Oasis * 5 minutes to Beach

KitchenOutdoor spacesPool

4.95 out of 5 average rating, 22 reviews

Coastal Pool House – 5 Mins Drive to Madeira Beach

FamilyCheck-inCondition

5.0 out of 5 average rating, 34 reviews

Madeira Beach Pool Home w/Guest House

Indoor spacesFamilyCheck-in

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 145 reviews

A spacious living area features a large, curved sectional sofa adorned with decorative cushions. A circular coffee table rests on a soft area rug, while a television is mounted on a light-colored wall. Natural light enters through multiple windows, enhancing the bright space.

Home in Largo

Heated Saltwater Pool Home 3 Miles to Beach

KitchenFamilyBeach

4.89 out of 5 average rating, 47 reviews

Palm Oasis 2/2 Serene Backyard Private Poolside

Indoor spacesKitchenWalkability

A spacious eat-in kitchen is shown with modern cabinetry and stainless steel appliances. A round dining table with four chairs is positioned near a large window. The countertop features bar seating with three stools, and a small potted plant adds a touch of greenery.

5.0 out of 5 average rating, 36 reviews

Bliss on the Bay, Bay Pines, St. Petersburg, FL US

FamilyIndoor spacesAccuracy

4.96 out of 5 average rating, 25 reviews

Private Oasis/Heated pool/5 min. to Mad Beach

Indoor spacesKitchenQuiet

A spacious outdoor area features a shimmering saltwater pool, elegantly framed by a screened enclosure. Stylish ledge loungers rest by the water, inviting relaxation. A dining table is positioned nearby, enhancing the space for gatherings amidst lush greenery.

4.95 out of 5 average rating, 56 reviews

Family Pool Home Near Madeira Beach

FamilyKitchenQuiet

Superhost

4.86 out of 5 average rating, 7 reviews

Saint Pete•Private•Pool•5 Minutes to the Beach

FamilyIndoor spacesHospitality

5.0 out of 5 average rating, 30 reviews

5 Minutes to Beach - Heated Pool, Hot Tub, Sauna

KitchenFamilyValue