Family-friendly vacation rentals in Bay Pines

A spacious backyard is featured, showcasing a heated saltwater pool surrounded by a large paver deck. Lush green grass fills the area, bordered by well-maintained landscaping. Tall trees provide shade in the background, contributing to the serene outdoor environment.

4.98 out of 5 average rating, 127 reviews

JOJO'S Beachside 1Acre Estate-New Pool

LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

KitchenFamilyOutdoor spaces

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, 234 reviews

King Bed Studio| Clean & Private |Central Location

Welcome to a thoughtfully designed private studio—efficient and exceptionally clean. If your priority is a comfortable king bed, a well-maintained space, and easy access to both downtown St. Petersburg and the beaches (about a 20-minute drive), this is a reliable choice. This is one of two private studios within a tiny house setup, ideal for solo travelers or couples. Guests also have access to a shared outdoor gazebo with seating, hammocks, greenery, dining space, and a fully equipped kitchen.

Indoor spacesKitchenShared spaces

4.95 out of 5 average rating, 155 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 spacesFamilyCondition

4.96 out of 5 average rating, 246 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

FamilyKitchenAir conditioning

4.97 out of 5 average rating, 180 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 spacesFamilyDecor

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 spacesLong stay

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, 225 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 spacesKitchenOutdoor spaces

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 spacesFamilyLaundry

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, 156 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.

KitchenFamilyComfort

4.97 out of 5 average rating, 165 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.

KitchenIndoor spacesLocation

4.95 out of 5 average rating, 147 reviews

Waterfront studio! Heated pool and hottub

Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

Indoor spacesFamilyPool

4.98 out of 5 average rating, 186 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!

KitchenIndoor spacesTV

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

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, 110 reviews

Forever Sunshine - Fully Renovated

FamilyIndoor spacesQuiet

4.94 out of 5 average rating, 106 reviews

Top floor condo, water views, private balcony

Indoor spacesFamilyTV

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, 197 reviews

The Oasis

KitchenIndoor spacesCleanliness

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, 296 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Indoor spacesFamilyLocation

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, 116 reviews

Sunny St. Pete Getaway with Dolphins

KitchenIndoor spacesCleanliness

A private balcony offers a serene view of the bay, framed by lush palm trees. A glass table and two chairs are positioned for easy enjoyment of the surroundings, while the sparkling water glimmers under a clear blue sky.

4.96 out of 5 average rating, 305 reviews

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

KitchenIndoor spacesCleanliness

A serene waterfront view is presented, showcasing a calm body of water dotted with boats. The horizon stretches into the distance, under a clear blue sky. A railing and a circular table are visible in the foreground, framing the tranquil scene.

4.82 out of 5 average rating, 214 reviews

beautiful waterfront condo at Boca Ciega Resort

Indoor spacesFamilyTV

Houseboat in Madeira Beach

A cozy living area features a gray sectional sofa adorned with cushions, complemented by a round wooden coffee table. Light filters through multiple windows, highlighting the soft blue and neutrals in the decor. A ceiling fan is overhead, and a potted plant adds a touch of greenery.

4.94 out of 5 average rating, 156 reviews

40ft Floating Bungalow with Resort Perks

FamilyIndoor spacesBathroom

Family- and pet-friendly home rentals

A serene outdoor space features a heated saltwater pool surrounded by a screened enclosure. Lounge chairs are positioned poolside, and a children's swing set is visible in the background. The vibrant sunset creates a warm ambiance over the tranquil setting.

4.96 out of 5 average rating, 152 reviews

Sleeps 8 Near Beach | Pool + Game Retreat

KitchenFamilyParks

4.99 out of 5 average rating, 276 reviews

Condo in Seminole

SHEEK and Glam- heated pool Updated! 3 mi to beach

Indoor spacesKitchenPool

A spacious living area is presented with a comfortable sectional couch adorned with patterned cushions. A 65-inch Smart TV mounted on the wall displays a beach scene, while natural light filters through two windows. A modern coffee table complements the design.

4.99 out of 5 average rating, 143 reviews

Newly Renovated Cozy 3/2 • 10 mins to Beaches

Indoor spacesFamilyAccuracy

4.96 out of 5 average rating, 284 reviews

A cozy guest suite is shown, featuring a spacious bed against a soft blue wall. A colorful octopus-patterned rug adds charm to the room. Nearby, a coffee station is visible alongside a potted plant, with a well-lit seating area in the background.

Guest suite in Seminole

Beautiful Private entry & yard, non shared space.

Indoor spacesFamilyNearby

5.0 out of 5 average rating, 5 reviews

Colorful Tropical Pool Oasis * 5 minutes to Beach

HospitalityPoolDecor

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

FamilyKitchenParking

5.0 out of 5 average rating, 19 reviews

NEW 3BR Sunny Retreat | Pet-Friendly+Mins to Beach

Indoor spacesFamilyGrill

4.89 out of 5 average rating, 47 reviews

Palm Oasis 2/2 Serene Backyard Private Poolside

Indoor spacesFamilyLayout

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 231 reviews

Home in Clearwater

Specious home W/ Heated Pool ! ! ! Great Location.

KitchenFamilyPool

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

FamilyIndoor spacesBeach

A modern kitchen features white cabinetry and a teal tiled backsplash. Three bar stools are arranged at the island, with stainless steel appliances visible. A cozy armchair with a leaf pattern is positioned in the living area, while natural light illuminates the space.

4.97 out of 5 average rating, 37 reviews

Madeira Beach Home - Private Pool-Golf Cart

FamilyKitchenCondition

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, 34 reviews

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

FamilyIndoor spacesAccuracy

A collage of images showcases the home’s features, including a spacious living room with a large TV, cozy bedrooms with colorful decor, and a refreshing pool surrounded by lounge chairs. Outdoor dining spaces, a BBQ grill, and vibrant landscaping enhance the inviting atmosphere.

4.91 out of 5 average rating, 74 reviews

Oasis St. Pete, Pool, Close to Beach/Downtown

FamilyKitchenComfort

4.92 out of 5 average rating, 26 reviews

Flamingo Paradise | Game Room • Heated Pool

FamilyIndoor spacesValue

4.96 out of 5 average rating, 25 reviews

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

Indoor spacesKitchenParks

A dining area features a large wooden table set with white plates and woven placemats. Natural light fills the space from nearby windows, highlighting a modern kitchen in the background with white cabinetry and stainless steel appliances.