Family-friendly holiday rentals in Bayshore Gardens

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

Your family will be close to everything when you stay at this centrally located place. Walk to IMG and SCF. Near beaches(Anna Maria,Holmes Beach,Coquina,and more). Screened in pool and patio. Plenty of places in the house to be together with others and have personal quite space too. Sleeps 11 comfortably. RV or trlr parking available. 4-5 car driveway. Grill, bikes, outdoor toys, beach gear, fooseball table, and more. 3 bedrm and 2 ba w/ sofa sleeper. Max 1 Dog. No cats. No indoor smoking

KitchenFamilyTV

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.

Indoor spacesFamilyLocation

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.

Indoor spacesFamilyWalkability

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 spacesFamilyPets

5.0 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!

Indoor spacesFamilyBarbecue

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 spacesLaundry

Campervan/RV in Bradenton

4.91 out of 5 average rating, 140 reviews

Orange Bubbles – Cozy & Creative Getaway

Welcome to Orange Bubbles, a unique place to stay full of positive energy. Here every detail has been thought out so that you can enjoy a cozy and relaxing stay. 🚐 Perfect for short getaways, trips Whether you're coming to unwind, work remotely, or explore the area, here you'll find an original, comfortable place with a lot of personality. 📍 Prime location: • Only 10 minutes from the prestigious IMG Academy • 20 minutes from the beautiful beaches of Anna Maria Island

KitchenIndoor spacesAccess

5.0 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 spacesBeach

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 spacesFamilyAir conditioning

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 .

KitchenIndoor spacesWalkability

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.

KitchenFamilySolo travel

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.

FamilyKitchenCheckout

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

4.97 out of 5 average rating, 139 reviews

Home in South Bradenton

Family Stay: Outdoor Theatre! Heated Pool | Spa

FamilyIndoor spacesAccuracy

4.98 out of 5 average rating, 170 reviews

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

KitchenIndoor spacesRiver

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 spacesGetting around

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

Indoor spacesKitchenCleanliness

4.89 out of 5 average rating, 159 reviews

Ocean View of AMI | Hot Tub | IMG | 6 TVs | 2 King

Indoor spacesFamilyAmenities

A spacious patio is highlighted by a heated pool, surrounded by a decorative stone border. Comfortable outdoor seating is arranged nearby, beneath string lights that create a soft glow. A serene water view and lush greenery are visible in the background, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 148 reviews

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

KitchenFamilyAccuracy

A clear view of the pool area is presented, featuring a sparkling blue pool surrounded by sun loungers. A shaded umbrella provides relief from the sun, while the tranquil Bay stretches in the background, enhancing the serene setting.

4.94 out of 5 average rating, 47 reviews

Birds and Sunsets

Indoor spacesFamilyAccuracy

5.0 out of 5 average rating, 86 reviews

The image showcases a vibrant backyard area featuring a heated swimming pool under a screened enclosure. Comfortable seating is arranged, and a private mini golf course is visible. A separate game room with entertaining equipment like shuffleboard and a colorful mural is also displayed.

Home in South Bradenton

Heated Salt Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

FamilyIndoor spacesAccuracy

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 112 reviews

Golf View-4BR Htd Pool/Near IMG/AMI Beaches/13ppl

FamilyIndoor spacesView

A screened patio area features a private heated pool, surrounded by lush greenery. Comfortable seating includes wooden chairs and a table, with lounge chairs positioned by the pool. Bright sunlight fills the space, creating a welcoming atmosphere for relaxation.

4.95 out of 5 average rating, 111 reviews

Htd Pool | PingPong | Foosball | 12 min to Beach

KitchenFamilyHospitality

5.0 out of 5 average rating, 20 reviews

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

KitchenFamilyNearby

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

KitchenFamilyCheck-in

5.0 out of 5 average rating, 4 reviews

The Wabi House

Indoor spacesKitchenLocation

An outdoor patio area is illuminated by hanging string lights, creating a welcoming atmosphere. A round table surrounded by four chairs is positioned on the stone paving, with a grill nearby. The fenced yard offers a sense of privacy, with mature trees providing some shade.

4.87 out of 5 average rating, 92 reviews

Stay & Play - 4 min from IMG

KitchenFamilyCheckout

5.0 out of 5 average rating, 27 reviews

Garden Home/Heated Pool/King-Bed/20 min Beach/Pets

Indoor spacesKitchenPets

A spacious pool area is enclosed by a white screened lanai, reflecting soft evening hues of purple and pink in the sky. A white inflatable float rests in the inviting blue water, surrounded by comfortable lounge chairs positioned for relaxation.

4.83 out of 5 average rating, 80 reviews

Coastal Bungalow|Heated Pool |Putt-Putt|Beach Gear

FamilyKitchenAmenities

Family-friendly home rentals with a pool

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, 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 spacesLocationTV

5.0 out of 5 average rating, 33 reviews

Heated pool+near beaches+arcade+hammocks+firepit

FamilyIndoor spacesBackyard

4.96 out of 5 average rating, 56 reviews

Pickleball/Heated Pool/Golf Front/Putt Green/BBall

FamilyIndoor spacesCheckout

5.0 out of 5 average rating, 31 reviews

Private Heated Pool~Yacht Rental~BBQ~Near Water

Indoor spacesKitchenCleanliness

An aerial view captures the surrounding neighborhood by Sarasota Bay, featuring tree-lined streets and waterways. A mix of residential homes is visible, along with green parks and recreational areas, demonstrating the serene coastal environment a short distance from the water.

4.89 out of 5 average rating, 19 reviews

ON SALE - Canalfront, Pool, Grill, Dock

KitchenIndoor spacesBeach

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

FamilyIndoor spacesCleanliness

An outdoor dining area is set up with colorful tableware and a pineapple centerpiece. A spacious table with seating for eight is positioned near the saltwater pool, surrounded by lounge chairs and umbrellas. A vibrant playhouse adds a whimsical touch to the lush backyard.