Family-friendly holiday rentals in Kenneth City

Guesthouse in St. Petersburg

A cozy bedroom features a spacious bed with light linens and decorative pillows. Green accent walls complement framed artwork. Soft lighting is provided by two wall-mounted lamps, and a mirror reflects the inviting atmosphere. A small nightstand holds an alarm clock.

4.88 out of 5 average rating, 143 reviews

Cozy Renovated Studio – Private Entry + Parking

Welcome to our newly renovated studio guest house in the quiet Lealman neighborhood of St. Petersburg. Just 15 min from beaches and 10 min from downtown, 22 minutes from Tampa Airport. This compact, open-concept space features one queen bed and a sofa bed in the same room—no walls between sleeping areas. Ideal for 2 adults and 2 children, though 4 adults are welcome if comfortable with the shared layout. Enjoy private entry, 2 parking spots, fast Wi-Fi, and easy access to I-275 and local shops.

A comfortable sleeping area features a queen bed dressed in a white and aqua patterned duvet. Two individual pillows rest at the head of the bed. A nightstand with a lamp and a decorative chair are positioned nearby, while light from windows partially covered by blinds illuminates the space.

4.98 out of 5 average rating, 994 reviews

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

Guesthouse in St. Petersburg

A well-designed fire pit area is surrounded by vibrant landscaping, featuring five blue adirondack chairs positioned around a stone circle. Lush palm trees provide a tropical ambiance, and a gravel path leads to the space, inviting relaxation in the private backyard.

4.84 out of 5 average rating, 375 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

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, 200 reviews

King Bed Studio | Outdoor Kitchen | Free Parking

Welcome to our thoughtfully designed studio—small but full of comfort, efficiency, and charm. If your priority is a cozy bed , a truly clean space and location, look no further. Loved by hundreds of wonderful guests, this is one of two private studios in a tiny house, ideal for solo travelers or couples. You’ll have everything you need, plus access to a beautiful shared gazebo with seating, dining areas, and lush greenery. We have a team of four Superhosts, available to help. 🌴☀️🏖️

Tiny home in St. Petersburg

A cozy sleeping area is presented with a spacious bed, dressed in neutral linens. A light wood frame complements the soft color palette. Wall-mounted light fixtures provide gentle illumination, while a shelf adorned with plants adds a touch of greenery. A small stool is positioned beside the bed.

4.88 out of 5 average rating, 146 reviews

Charming Studio | Outdoor Kitchen | Free Parking

Apartment in St. Petersburg

A stylish sleeping area is highlighted by a spacious bed adorned with a red bedspread and decorative pillows. A plush red rug complements the marble flooring. A mirrored wardrobe reflects light, while a kitchenette featuring a microwave and two bar stools provides practical convenience.

4.95 out of 5 average rating, 106 reviews

Love Nest

Welcome to our cozy and compact studio apartment! Despite its small size, this space is packed with comfort and all the essentials you need for a delightful stay. Nestled in a vibrant neighborhood, you'll find a welcoming atmosphere and a charming ambiance. Conveniently located just 15 minutes away from both the downtown and the beach, you'll have easy access to all the attractions and activities the area has to offer. Perfect for solo travelers or couples looking for a snug retreat.

Tiny home in St. Petersburg

A cozy sleeping area features a wooden bed with a light-colored comforter. Soft lighting is provided by pendant fixtures on either side. A shelf above the bed displays various plants, adding a touch of greenery to the earthy tones of the room.

4.87 out of 5 average rating, 126 reviews

Charming Studio | Outdoor Kitchen | Free Parking

Welcome to our tiny but thoughtfully designed studio—small in size yet big on comfort, care, and cleanliness. Each space is lovingly maintained by my mother, ensuring an extra spotless stay. Perfect for solo travelers or couples, you’ll enjoy a cozy bed, efficient design, and unbeatable value. Step outside to our lush shared gazebo with seating, dining areas, BBQ, and outdoor kitchen appliances—a favorite gathering spot for guests. Superhost team of four always here to help. 🌴☀️🏖️

A welcoming exterior showcases a bright yellow door framed by grey walls and distinctive column accents. Lush green grass surrounds the entrance, complemented by flowering shrubs near the pathway. Two large windows allow natural light to illuminate the space, creating an inviting first impression.

4.91 out of 5 average rating, 291 reviews

Sweet & Simple guest suite Close to Everything.

Keep it sweet & simple at this peaceful and centrally-located private room close to downtown and the beaches. The room has it's own entryway from outside and boasts, TV, Wi-Fi, a full private bathrooms. The walk in closet space functions as a breakfast nook with mini refrigerator, microwave, and the necessary basic breakfast utensils. The room is also pet-friendly and close to major highways and transportation hubs. Come and call this space home for your stay in Saint Petersburg.

Apartment in St. Petersburg

4.94 out of 5 average rating, 120 reviews

See Dolphins from private balcony! Pool & 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!

Guest suite in Kenneth City

A private sleeping area features a queen bed with a plaid-patterned blanket. A wooden headboard complements a light-colored wall. Two abstract art pieces in warm colors are mounted above the bed. A nightstand with a lamp is positioned beside the bed, while a ceiling fan offers overhead ventilation.

4.86 out of 5 average rating, 154 reviews

Private Entrance - Private Room (No cleaning fee)

Private space with dedicated entrance! Interaction with host is as preferred! I am happy to welcome you and help with anything I can, however if you prefer just driving in, getting into your own private space, and relaxing, this is a good listing for that! There are no shared spaces, you have access to your space directly from the outside. Park your car, enter via code directly to your own room, bathroom, and mini kitchen.

A spacious sleeping area features a large bed with white linens and a textured blue throw. Natural light filters through two windows adorned with light curtains. Decorative elements, including a small vase, add a subtle touch to the room's design.

4.81 out of 5 average rating, 379 reviews

Cozy St Pete Suite near beaches

Enjoy a nice comfortable in law suite, fully furnished with full kitchen and grand master bathroom. Toiletries included for your convenience. Quick commute to Tyrone Mall for shopping and dining. Beautiful sandy beaches of Madeira, Redington and St Pete Beach are minutes away. Enjoy a night out on St Pete Downtown also within short distances. Feel right at home with a clean fresh and cool Florida Suite.

A well-lit guest suite features a spacious bed dressed in white bedding. Bright blue cabinetry complements the neutral walls, while light curtains frame the window. A small kitchenette with a countertop, microwave, and coffee maker is visible, contributing to a functional living space.

4.89 out of 5 average rating, 106 reviews

Sweet St. Pete Suite: Clean, safe and affordable!

PLEASE READ FULL DESCRIPTION Entire private guest suite in Saint Petersburg close to everything you need. Guest suite is attached to our home but completely separate from the main house. Cozy and clean. We have small children that you may hear. Self check-in, kitchen, AC, wifi access, TV Tropicana Field-4 m St. Pete Beach-7.8 m St Pete-Clearwater International Airport-8.1 m

Popular amenities for Kenneth City family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.85 out of 5 average rating, 187 reviews

A modern living room features a stone accent wall with a large flat-screen TV mounted above a contemporary electric fireplace. Comfortably arranged seating includes a gray sofa and an accent chair. Natural light filters through the window, illuminating the space.

Home in St. Petersburg

Tropical escape house with hot tub

4.99 out of 5 average rating, 218 reviews

The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.

Condo in Madeira Beach

Lux Condo w/ 2 balconies, Ocean & Marina views

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.

4.83 out of 5 average rating, 132 reviews

Night Sky Getaway + Private Hot Tub (RV)

4.91 out of 5 average rating, 117 reviews

An inviting outdoor space features a heated saltwater pool framed by paved stones. Two lounge chairs are positioned nearby on a grassy area, alongside a modern seating arrangement. Lush green plants in white planters enhance the environment, and wooden fencing provides privacy.

Home in Clearwater

Pet-friendly Beach Home with Heated Pool & Spa

4.8 out of 5 average rating, 209 reviews

A bright living area features large windows that allow natural light to filter in, creating an airy ambiance. A comfortable seating arrangement is complemented by a dining table set with round placemats. A ceiling fan adds a cooling feature, and beach-themed artwork decorates the walls.

Condo in Madeira Beach

Coastal Retreat Madeira Beach/John’s Pass Pool

4.98 out of 5 average rating, 281 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

Apartment in Central Oak Park

A shaded outdoor seating area is arranged with two light-colored chairs, a central table, and two small side tables. Potted plants add greenery, while soft cushions provide comfort. The wooden deck features a cool aqua color, enhancing a relaxed vibe.

4.89 out of 5 average rating, 194 reviews

St.Pete Modern Retro Oasis

4.98 out of 5 average rating, 120 reviews

A spacious pool area features a heated swimming pool surrounded by a lanai, offering protection from the elements. Colorful floats rest on the water's surface, and the sky showcases vibrant hues of sunset. A patio dining space and outdoor seating are visible beyond the pool.

Home in Largo

[Kids Favourite] Family Fun Retreat | Heated Pool

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 121 reviews

A cozy living area showcases a dark sectional couch complemented by a decorative wall featuring framed artwork. A round mirror reflects light, while a nearby table with a geometric lamp adds warm illumination. Soft textures are provided by the area rug beneath.

Home in Seminole

Suite w/ Private Entrance

A private garden space is presented, featuring a small wooden table with two folding chairs positioned on a red pathway. Lush greenery, including a palm tree and flowering plants, surrounds the area, creating a serene outdoor setting.

4.94 out of 5 average rating, 168 reviews

Charming Side Garden Suite (no cleaning fee)

Apartment in St. Petersburg

A spacious sleeping area features a queen-size bed with soft linens and neatly arranged towels. A smart TV is positioned in front, and natural light enters through a window adorned with light curtains, complemented by dark curtains for added privacy.

4.97 out of 5 average rating, 174 reviews

Renovated Studio 7 min from downtown St. Pete!

4.93 out of 5 average rating, 105 reviews

An outdoor patio area features a tiled surface surrounded by greenery and a wooden fence. A round table with chairs is positioned next to a gas grill, while a large tree provides shade. Potted plants add a touch of nature to the space.

Tiny home in Gulfport

Avocado Casita 10 mins to Beaches

Apartment in Magnolia Heights

A bright bedroom features a spacious bed adorned with a colorful quilt. Natural light streams through multiple windows, enhancing the warm wooden flooring. The room is accessed through French doors, providing a seamless flow to the adjoining areas.

4.88 out of 5 average rating, 362 reviews

Sunshine Studio with Fenced Dog Yard

Guesthouse in Greater Woodlawn

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.

4.95 out of 5 average rating, 263 reviews

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

4.96 out of 5 average rating, 104 reviews

A serene backyard features a rectangular pool surrounded by a spacious patio, dotted with palm trees. Two lounge chairs are positioned near the pool, complemented by a colorful umbrella. A screened-in lanai is visible in the background, enhancing outdoor relaxation.

Home in St. Petersburg

Pool Home with 2 King Beds | Relaxing Getaways

4.95 out of 5 average rating, 129 reviews

A shaded outdoor space features two hanging egg chairs and a wooden coffee table, surrounded by a striped rug. A comfortable seating area with a love seat and additional chairs faces the pool, while large glass doors provide access to the interior.

Home in Largo

Palm Paradise - Family Amenities+Central Location

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 146 reviews

An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.

Home in Seminole

Tootsie’s Beachside Retreat-New Heated Pool

4.96 out of 5 average rating, 136 reviews

A heated stock tank pool is surrounded by a lush tropical landscape featuring a variety of green plants. An oversized umbrella provides shade, and a colorful bungalow is visible in the background, creating a serene outdoor retreat.

Tiny home in Gulfport

Shipwreck Bungalow

Apartment in Treasure Island

4.85 out of 5 average rating, 115 reviews

Complete Renovation-everything new! Amazing views

4.86 out of 5 average rating, 352 reviews

An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.

Condo in Redington Beach

Royal Orleans at Redington Beach ( Studio )

4.91 out of 5 average rating, 324 reviews

A bright studio space features a cozy seating area with a soft blue love seat and a spacious bed adorned with white linens. Natural light filters through sheer curtains, illuminating the wood furnishings and decorative accents throughout the room.

Guest suite in Largo

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

4.98 out of 5 average rating, 203 reviews

A vibrant pool area is framed by a thatched-roof tiki hut, providing shade over a set of outdoor seating. A saltwater pool glistens in inviting blue, surrounded by tropical landscaping. Colorful adirondack chairs are arranged neatly along the edge, enhancing the outdoor atmosphere.

Home in St. Petersburg

Beach Dream Pool Home-5 Mins to Beach

4.92 out of 5 average rating, 116 reviews

An aerial view captures the coastline with sandy beaches meeting the gentle waves. The vibrant waterfront community features a mix of buildings and greenery, with beachgoers enjoying the open space. The location is highlighted by a marker indicating proximity to the water.

Condo in Treasure Island

Waterfront Condo With Pool and Multiple Views!