Family-friendly holiday rentals in St. Petersburg

Apartment in Historic Old Northeast

A bright bedroom features a seaside theme with a quilt displaying starfish and seashells. A rattan headboard frames the spacious bed, complemented by two nightstands with lamps. A ceiling fan adds to the comfort, while light beige walls enhance the airy ambiance.

Apartment in St. Petersburg

Upstairs apt. Great location less than 10 min to busy downtown St. Petersburg, Spa Beach and the St. Petersburg Pier. Walk to major restaurants, Starbucks, & Sunken Gardens. Less than 30 min. to the white sand island beaches & Tampa Airport. Large patio with gas grill. Separate kitchen. Encl. sitting porch. Queen bed, washer and dryer on premises. Beach chairs and towels. Lots of linens & kitchen supplies for long or short-term stay. Clean and comfortable. Owner on premises. No Smoking No pets.

4.98 out of 5 average rating, 283 reviews

A private patio area is surrounded by wooden fencing adorned with greenery. Two blue chairs are positioned at a round table, creating a serene space for relaxation. Natural light filters through the nearby trees, enhancing the inviting atmosphere of the outdoor setting.

4.97 out of 5 average rating, 272 reviews

Cozy Guesthouse Near Downtown (Non-Toxic)

Come relax in this calm, newly renovated guest suite. Clean, natural, & chemical free - diffusers and oils available on site. Amenities like central a/c, laundry, private patio, full kitchen, Netflix & Hulu. A short 5 minute drive from downtown - near tons of local restaurants, entertainment, and beaches. St. Pete loves the local vibe, be sure to check out our visitors guide for suggestions on spots to see while you’re here. It doesn’t get any better than St Pete! Book your stay with us today!

4.95 out of 5 average rating, 159 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!!

4.86 out of 5 average rating, 181 reviews

A spacious living area features a mix of comfortable seating, including a dark leather sectional and various armchairs. A decorative area rug adds warmth over the hardwood floor. Natural light streams in through large windows, and a decorative fireplace stands as a central element.

Home in Historic Kenwood

Casa Kenwood

This delightful Spanish-style house is located in Historic Kenwood, a desirable neighborhood close to downtown St. Pete and the trendy Grand Central district. It's a spacious two bedroom , one bath house with an office attached to the master bedroom. Tastefully decorated with vintage magazine posters and comfortable furniture, all the amenities you need are here: laundry, bikes, patio, grill and plentiful street parking. The fully-stocked kitchen has a gas range and dishwasher. Come visit!

A spacious living and dining area showcases a large wooden dining table with four chairs. Comfortable seating consists of a brown couch and a decorative area rug. A fireplace adds charm, with natural light filtering through multiple windows.

4.94 out of 5 average rating, 277 reviews

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

[Remodel completed June 2020] Stay in the beautiful Woodlawn Neighborhood of St. Petersburg in this gorgeous bungalow home. This fun and completely renovated two bedroom house can accommodate up to six guests comfortable and has plenty of open space to plan your excursions or relax and rejuvenate. You're only 6 minutes to downtown, 2 minutes to interstate, 11 miles to the main gulf beaches, 90 minutes to Disney World , 25 minutes to Busch Gardens, & 20 minutes to Tampa Int'l Airport.

4.93 out of 5 average rating, 123 reviews

Home in Clearwater

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

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, 230 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.

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.

4.91 out of 5 average rating, 191 reviews

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

4.94 out of 5 average rating, 143 reviews

An inviting view into the living area is framed by a decorative arch. A vibrant green plant adds a touch of nature, while a cozy brown couch and accent chairs are arranged around a circular coffee table. Colorful artwork decorates the walls.

Guesthouse in Gulfport

Gulf Guesthouse - king bed, 3 blocks to downtown.

Be our guest! Welcome to our family compound where you will enjoy the treetop views from our second story carriage house guest apartment. You'll be surrounded by the tropical serenity of lush palms and plants, both inside and out, while being just around the corner from the excitement of downtown Gulfport. Our updated one bedroom apartment is fully furnished and stocked with all of the things you'll need for an extra comfortable, enjoyable stay. We look forward to hosting you!

A welcoming pathway made of slate leads to the intricately designed entrance of the home. Lush green grass and tropical plants frame the walkway, while ornamental lampposts stand beside the path. Trees provide shade, contributing to the serene atmosphere of the property.

4.96 out of 5 average rating, 125 reviews

Kenwood Oasis

January 2027 just became available!!!. Spanish Mediterranean style with rustic charm and modern amenities compliment this homes beautiful exposed brick and stained glass doors. The outdoor living space is amazing with a screened in 30’x30’ breezeway for perfect FL living. Lush tropical landscaping, a great yard and tons of parking on a completely fenced in 1/2 acre lot and all the privacy guests could ask for. Located just 5 minute drive to Central Ave. Downtown St. Pete.

Apartment in St. Petersburg

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.

4.97 out of 5 average rating, 172 reviews

4.86 out of 5 average rating, 147 reviews

Private Guesthouse in St. Pete w/ Pool & Jacuzzi

Enjoy privacy & tranquility in this detached guesthouse, with POOL & HOT TUB ACCESS! Ten minutes from Downtown, 17 minutes from St. Pete Beach, this spacious guesthouse has AC, its own Wifi, TV w/ Firestick, with a private entrance & parking. Host lives in a separate house on the property & is available if needed! We welcome guests to bring their beloved pets, however they cannot exceed over 50lbs. Sorry, pets are not allowed in the pool.

Popular amenities for St. Petersburg family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.89 out of 5 average rating, 112 reviews

Condo in Tierra Verde

Island Escape • Pool • Jacuzzi • Minutes to Beach!

Bungalow in St. Petersburg

The exterior of the cottage features bright blue siding and a welcoming yellow front door, framed by lush green grass and palm trees. A charming white picket fence encloses the yard, providing a serene outdoor space. Light filters down from a clear blue sky.

Crescent lake Mins to Downtown Hot Tub

4.96 out of 5 average rating, 102 reviews

4.71 out of 5 average rating, 117 reviews

Waterfront Oasis, Hot Tub, Sauna

4.96 out of 5 average rating, 115 reviews

A view from the balcony showcases a sandy beach lined with palm trees and manicured green lawns. The calm blue water reflects clear skies, while a distant shoreline is visible. A bench can be seen on the grass, inviting relaxation.

Condo in Isla del Sol

Sunsets on the Island

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.

4.83 out of 5 average rating, 160 reviews

Bali inspired near White Sand beaches and Downtown

4.96 out of 5 average rating, 182 reviews

Home in Largo

10 Min to Beach | Heated Pool, Hot Tub, Arcades

4.97 out of 5 average rating, 261 reviews

Centrally Located Cozy 1-bed Private Cottage!

4.99 out of 5 average rating, 126 reviews

Aerial view of a tropical backyard featuring a shaped pool with floating loungers. Surrounding the pool, lounge chairs with umbrellas are positioned next to a wooden deck. The yard is covered in turf, and there are colorful pool toys and deck furniture visible.

Home in Largo

Best Celebration - Heated Pool - Hot Tub - Arcade

Family- and pet-friendly home rentals

Guest suite in St. Petersburg

The inviting guest suite showcases an open living area with a wooden floor and natural light. A round dining table and chairs sit next to a cozy armchair. A kitchenette is visible in the background, with a small bar and various amenities. Walls are adorned with artwork.

Central Oak Pet Friendly Retreat

4.94 out of 5 average rating, 216 reviews

A private heated pool is surrounded by wooden decking, offering lounge chairs for relaxation. An oversized umbrella provides shade, while tropical plants enhance the outdoor space. The rear of the house is visible, along with a patio door leading into the home.

4.98 out of 5 average rating, 121 reviews

ST Urban Oasis heated pool

4.97 out of 5 average rating, 116 reviews

Heated Pool l BBQ | Karaoke | Outdoor Projector

Apartment in Historic Old Northeast

Sun Soaked Designer Condo w/ Patio

4.89 out of 5 average rating, 102 reviews

Bungalow in Historic Kenwood

3 BR Garden Bungalow in Historic Kenwood

4.98 out of 5 average rating, 138 reviews

4.89 out of 5 average rating, 160 reviews

A bright bedroom features a spacious bed adorned with light blue and white striped linens. Natural light floods the room through sliding glass doors that lead to a private balcony with an ocean view. Two decorative lamps and a textured area rug enhance the serene atmosphere.

Condo in Sunset Beach

2 Story Penthouse | Pool | Balcony | Gulf View 602

Home in Downtown St. Petersburg

A spacious living room features a black reclining sectional sofa and a round glass coffee table atop a patterned area rug. A wall-mounted TV is visible, alongside a painting and an acoustic guitar displayed in the corner. Natural light flows through multiple windows.

Contemporary Family Cottage

4.95 out of 5 average rating, 129 reviews

Bungalow in Indian Shores

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

4.97 out of 5 average rating, 206 reviews

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 231 reviews

An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.

Condo in Treasure Island

Spectacular beach to bay views from this resort.

A screened-in saltwater pool area is highlighted, featuring colorful pool floats and two blue lounge chairs. Natural light enters through large windows, and a door provides access to the adjacent living space. The bright walls reflect the sun, enhancing the cheerful atmosphere.

4.94 out of 5 average rating, 161 reviews

Creamsicle Dreamsicle- Saltwater Pool- Near Beach!

Superhost

4.87 out of 5 average rating, 135 reviews

Inground Pool w/ Game Room - Fully Renovated House

4.91 out of 5 average rating, 275 reviews

A private balcony view showcases a stunning horizon over the ocean, with clear blue skies reflecting on shimmering water. White railings frame the space, while two adirondack chairs invite relaxation. Gentle waves are visible, enhancing the tranquil coastal ambiance.

Condo in Sunset Beach

Beachfront Treasure Island | Pool | Penthouse

4.98 out of 5 average rating, 237 reviews

Home in Clearwater

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

5.0 out of 5 average rating, 103 reviews

Condo in Sunset Beach

Glorious Sunsets - Beachfront 2BR Condo

4.97 out of 5 average rating, 180 reviews

The inviting pool area features a heated pool with clear turquoise water, surrounded by lounge chairs and a spacious pool deck. A dining area and outdoor kitchen can be seen, with a large TV mounted on the wall, creating a welcoming space for relaxation and entertainment.

Home in Largo

Palm Oasis | Heated Pool | Near Beaches