Family-friendly holiday rentals in Bayshore Gardens

4.93 out of 5 average rating, 125 reviews

Cozy Beach House Including King Size Suite !

Welcome to our beach home ! Located in a beautiful neighborhood where you can unwind & relax with the family after a long day at the beach. We are located only a short drive to the finest beaches in FL where you can find sand dollars with the kids & view breathtaking sunsets ! Play a game of pool, grill out on our patio, & enjoy our fire pit & enclosed pool !! This easy access one-level home sleeps up to 8 people. Conveniently located within minutes from groceries, restaurants, and attractions.

KitchenIndoor spacesCleanliness

4.98 out of 5 average rating, 103 reviews

A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.

Guesthouse in Bradenton

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

FamilyKitchenPets

4.94 out of 5 average rating, 171 reviews

Three blue Adirondack chairs are positioned on a grassy area overlooking a tranquil canal. The chairs face the water, enhancing the serene environment. A white picket fence borders the space, with greenery and trees visible in the background.

Cottage in Bradenton

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

Indoor spacesKitchenValue

Campervan/RV in Bradenton

4.91 out of 5 average rating, 140 reviews

Orange Bubbles – Cozy & Creative Getaway

Bienvenido a Orange Bubbles, un alojamiento único y lleno de energía positiva. Aquí cada detalle ha sido pensado para que disfrutes de una estancia acogedora y relajante. 🚐 Perfecto para escapadas cortas, viajes Ya sea que vengas a desconectar, trabajar a distancia o explorar la zona, aquí encontrarás un lugar original, cómodo y con mucha personalidad. 📍 Ubicación privilegiada: • A solo 10 minutos de la prestigiosa IMG Academy • A 20 minutos de las hermosas playas de Anna Maria Island

Indoor spacesKitchenNearby

5 out of 5 average rating, 112 reviews

Manatee Cove: Waterfront Oasis w/GameRoom &HotTub

Welcome to Your Private Waterfront Oasis! This spacious home on a serene canal off Sarasota Bay features 3 bedrooms, 2 bathrooms & a HUGE climate-controlled game room! Enjoy direct water access for fishing, canoeing, kayaking and spotting manatees. Just 7 minutes from the airport & 15 minutes from Sarasota, you’ll have access to beautiful beaches like Siesta Key & Anna Maria Island. Offering free WiFi, BBQ grill & firepit, this retreat is perfect for families seeking relaxation & adventure!

FamilyKitchenLong stay

The inviting pool area features a vibrant mural, surrounded by tropical greenery. A floating flamingo and watermelon-shaped inflatable add a playful touch to the azure water. Colorful poolside seating, including cheerful yellow chairs, enhances the relaxing atmosphere of this outdoor space.

4.97 out of 5 average rating, 99 reviews

Near IMG! Fun 4BR•Pool w/Golf, Arcade & Fire Pit!

Welcome to SunKissed Getaway! A bright and spacious family-friendly pool home designed for comfort, fun, and relaxation. Perfect for families, groups, and IMG visitors, this home offers a private pool, cozy fire pit, BBQ station, mini golf, arcade games and outdoor games everyone will love! Perfectly located just 3 miles from SRQ Airport, close to IMG Academy, Sara Bay Golf Club, and the best Gulf Coast beaches including Anna Maria Island, Lido Beach, Bradenton Beach, and Siesta Key.

FamilyIndoor spacesCheckout

5 out of 5 average rating, 18 reviews

Cottage on the canal

Relax in this backyard oasis with a pool, lush greenery, and views of the canal. Bring your boat or rent one for a day of fun on the water (canal access to Sarasota Bay). This cozy cottage also includes a sun-drenched lanai with a well-equipped bar. The location is close to Anna Maria Island, IMG academy, St Armand's Circle, Longboat Key, Lido Key, Siesta Key, and downtown Sarasota. The Sarasota/Bradenton International Airport is a 10 minute drive.

FamilyIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 300 reviews

A charming outdoor patio area features a wooden pergola overhead, providing shade. Potted plants and herbs are arranged thoughtfully around the space. Two sets of double doors lead inside, complemented by white garden furniture, inviting relaxation and connection with nature.

Guesthouse in Sarasota

Casita Lantana, a 1925 cottage in a Tropical Oasis

Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area has to offer. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.

Indoor spacesFamilyCondition

4.86 out of 5 average rating, 138 reviews

Villa in Bradenton

Florida Living

This House has 3 bedrooms, 2 bathrooms, kitchen, living & dining, Pool, GAME ROOM (Pool Table, Fossball ,Bar ) 65 inchTV, wireless internet. It is conveniently located near local attractions, yet secluded and quiet. If you are looking for a private escape in a peaceful setting with comfortable furnishings and a lot of fun games this property is for you and your family .

Indoor spacesFamilyValue

An inviting outdoor space is visible, featuring a heated pool enclosed by a screen. Nearby, a game room showcases various activities, including an arcade game, a pool table, and colorful artwork. Comfortable seating arrangements invite relaxation and social interaction in this family-friendly environment.

4.93 out of 5 average rating, 108 reviews

Htd Pool + GameRm | Sleeps 12 | 12 min Beach

Welcome to Paradise Palms, your perfect Sarasota escape! This family- and pet-friendly home in the peaceful Whitfield neighborhood is just minutes from downtown, the airport, and white-sand beaches. Enjoy a heated pool, epic game room, lush outdoor space, and everything you need for a relaxing Florida getaway. Sleeps up to 12 guests, the ultimate spot for memory-making!

KitchenFamilyGetting around

4.98 out of 5 average rating, 218 reviews

Guesthouse in Bradenton

Cozy Private Estudio • Near IMG, Beach & Airport

Cozy tropical retreat just 4.6 miles from Sarasota Airport and 7 miles from the beach. Perfect for two! Enjoy a private stock tank pool, fully equipped kitchen, comfy bed, fast Wi-Fi, and free parking. Relax in your own peaceful outdoor space and feel the tropical vibe. Ideal for a romantic escape, a beach weekend, or simply to unwind in a unique and private setting.

KitchenFamilyAir conditioning

4.85 out of 5 average rating, 117 reviews

LUXE! Heated Salt POOL! Close to Town, Beach, IMG

Beautifully updated coastal farmhouse home in a quiet cul de sac- minutes to Siesta Key beaches, Downtown Sarasota, SRQ Airport, and IMG Academy. Relax in your own private Sarasota retreat with a heated saltwater pool, fully screened lanai, Fire pit and peaceful lake views. — perfect for families, beach getaways, and extended stays.

FamilyIndoor spacesAir conditioning

Popular amenities for Bayshore Gardens family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 101 reviews

A well-maintained front yard features lush green grass and a large agave plant. The house, showcasing a contemporary design, is flanked by palm trees. A driveway leads to a two-car garage, with additional landscaped areas adding to the outdoor appeal.

Home in Cortez

Dockside Dreams - Pool, Spa & Waterfront Dock

FamilyIndoor spacesNearby

4.97 out of 5 average rating, 139 reviews

Home in South Bradenton

Family Stay: Outdoor Theatre! Heated Pool | Spa

Indoor spacesKitchenWalkability

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.96 out of 5 average rating, 122 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

FamilyIndoor spacesBathroom

4.97 out of 5 average rating, 141 reviews

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

Condo in Bradenton

A&A's Paradise near IMG & Anna Maria beaches

KitchenFamilyComfort

A spacious outdoor area features a heated saltwater pool surrounded by a screened enclosure. A jacuzzi is attached to the pool, with multiple lounge chairs positioned for relaxation. Lush greenery lines the perimeter, enhancing the sense of privacy and tranquility.

4.85 out of 5 average rating, 106 reviews

Stylish 6 Bed Pool Home with Golf Simulator & Spa

FamilyKitchenSleep quality

4.97 out of 5 average rating, 141 reviews

Home in Arlington Park

The Wisteria Oasis W/swings, heated pool & hot tub

FamilyKitchenQuiet

A sunny backyard area features a heated, enclosed pool surrounded by a patio. Colorful inflatable floats are placed in the water, and seating options include bright lounge chairs and a large umbrella providing shade. Palm trees and garden greenery are visible in the background.

4.98 out of 5 average rating, 106 reviews

Hot Tub, Heated Pool, Fire Pit, Games, EV, FUN!

Indoor spacesFamilyAccuracy

4.98 out of 5 average rating, 170 reviews

Near Downtown &Beach! Games! Private Pool! Hot Tub

KitchenIndoor spacesCondition

Family- and pet-friendly home rentals

An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.

4.94 out of 5 average rating, 108 reviews

Retreat by the Bay-Heated Saltwater Pool

KitchenFamilyGetting around

A modern kitchen with a spacious island is highlighted, featuring four bar stools. Light wood flooring complements the neutral cabinetry, and pendant lights hang above the island. A large window adds natural light, and a stainless steel dishwasher is visible.

4.76 out of 5 average rating, 46 reviews

Remodeled Bayshore Getaway | Hot Tub + Fire Pit

Indoor spacesFamilyLocation

The covered swimming pool area features a spacious rectangular pool with crystal-clear water. Surrounding the pool are several lounge chairs, and the area is framed by a screened enclosure. Landscaped borders enhance the outdoor space with a touch of greenery.

4.82 out of 5 average rating, 221 reviews

Pool | Game Room | Fire Pit | Pet Friendly | 3 TVs

FamilyIndoor spacesComfort

5 out of 5 average rating, 6 reviews

Near Airport | Prime Summer dates | 3 King beds

FamilyAccuracyOutdoor spaces

5 out of 5 average rating, 20 reviews

408 Guest House | Game Room | 5 Min to IMG/Airport

KitchenFamilyValue

An open living area is showcased, featuring a spacious sectional sofa and a coffee table. A large TV is mounted on the wall, with a stylish media console beneath. A dining table with chairs is visible, illuminated by natural light from the nearby windows.

4.93 out of 5 average rating, 55 reviews

The Lovely Family House

Indoor spacesFamilyOutdoor spaces

PAR-TEE | 3BD Home on Golf Course - Sleeps 11

FamilyKitchenHospitality

Home in Gulf Gate Estates

4.89 out of 5 average rating, 107 reviews

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

KitchenIndoor spacesCondition

Family-friendly home rentals with a pool

A tranquil outdoor space features a heated pool surrounded by stone pavers. Comfortable lounge chairs are positioned nearby, and a modern fire pit offers seating. The restored stone house stands in the background, framed by palm trees under a clear blue sky.

4.94 out of 5 average rating, 51 reviews

100 yr Old Stone Home + Pool + 9 miles to beaches

KitchenFamilyPool

4.97 out of 5 average rating, 36 reviews

Two modern cottages are situated side by side, each featuring a covered porch with seating. Lush palm trees frame the entrance, while a paved pathway leads to the cottages. A clear sky with slight cloud cover complements the inviting outdoor setting.

Tiny home in Bradenton

Cozy, modern cottage near beach2

Indoor spacesHospitalityParking

4.99 out of 5 average rating, 308 reviews

A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.

Guesthouse in Sarasota

Magical Guesthouse 1 mi from SRQ airport

Indoor spacesFamilyCheckout

4.97 out of 5 average rating, 37 reviews

Heated Pool • Arcade • MiniGolf • Near IMG/AMI/SRQ

KitchenIndoor spacesAir conditioning

4.9 out of 5 average rating, 49 reviews

Family Fun•POOL•Sleep 14•Game•SRQ, Ami &Beaches

Indoor spacesFamilyOutdoor spaces

5 out of 5 average rating, 9 reviews

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games

FamilyIndoor spacesComfort

A private screened pool area features a vibrant blue pool surrounded by loungers and colorful pool floats. A well-maintained lawn and mini-golf area are visible, while a game room with bright visual elements offers entertainment options. A cozy living space showcases a comfortable sofa and artistic wall design.

4.92 out of 5 average rating, 74 reviews

Heated Pool-Near Beaches-MiniGolf-Arcade

FamilyKitchenCondition