Family-friendly holiday rentals in Bayshore Gardens

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.

KitchenFamilyAccuracy

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.

FamilyKitchenCondition

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 spacesKitchenParking

4.99 out of 5 average rating, 309 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

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

KitchenIndoor spacesPool

4.95 out of 5 average rating, 197 reviews

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

KitchenFamilyPool

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.

KitchenFamilyAir conditioning

4.95 out of 5 average rating, 345 reviews

The studio features a cozy seating area with a blue couch, complemented by decorative throw pillows. A queen size bed is positioned against a light wall, with sliding barn doors leading to a closet. A kitchenette with modern appliances is visible in the corner.

Guesthouse in Sarasota

Siesta Breeze, adorable New Beach Style Studio !

Stay at our renovated beautiful beach styled studio furnishing with a queen size bed as well as a full pull out couch bed. There’s a mini fridge, a two burner electric cooktop, a microwave, a toaster, a tea pot with complementary tea bags, coffee pot with complementary coffee and keurig with complementary Starbucks k cups. Free wifi and a 50 inch tv facing the bed. 2 minutes away from the air port, 10 minutes away from IMG Academy , 30 minutes from Anna Maria Island and siesta key .

KitchenIndoor spacesHospitality

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 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 spacesKitchenSleep quality

4.86 out of 5 average rating, 139 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 .

FamilyIndoor spacesCheckout

4.98 out of 5 average rating, 219 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.

Indoor spacesKitchenCheckout

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.

KitchenFamilyPets

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

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

FamilyKitchenTV

4.97 out of 5 average rating, 139 reviews

Home in South Bradenton

Family Stay: Outdoor Theatre! Heated Pool | Spa

FamilyKitchenSleep quality

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

FamilyKitchenLocation

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, 108 reviews

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

FamilyIndoor spacesLayout

4.98 out of 5 average rating, 126 reviews

The outdoor area features a uniquely shaped heated saltwater pool with clear blue water. Surrounding the pool are loungers placed on a bright, white deck, complemented by tropical plants and palm trees that enhance the tranquil environment.

Home in South Sarasota

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

Indoor spacesKitchenCondition

4.98 out of 5 average rating, 171 reviews

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

KitchenFamilyHot tub

4.89 out of 5 average rating, 159 reviews

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

Indoor spacesKitchenPool

A comfortable living area is furnished with a gray sofa and decorative pillows. A large beanbag sits on the textured rug, while a medium-sized TV is positioned on a light-colored console. Natural light fills the space through sliding glass doors, adorned with sheer curtains.

4.96 out of 5 average rating, 134 reviews

Waterfront View Mins To AMI Beaches

Indoor spacesKitchenOutdoor spaces

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 125 reviews

Cozy Beach House Including King Size Suite !

Indoor spacesKitchenHospitality

4.93 out of 5 average rating, 112 reviews

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

FamilyIndoor spacesCondition

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

Indoor spacesFamilyCleanliness

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, 56 reviews

The Lovely Family House

KitchenFamilyValue

5.0 out of 5 average rating, 20 reviews

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

KitchenFamilyNearby

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

Indoor spacesKitchenBarbecue

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

KitchenIndoor spacesHot tub

4.9 out of 5 average rating, 50 reviews

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

KitchenFamilyPool

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 18 reviews

Cottage on the canal

Indoor spacesFamilyBathroom

4.97 out of 5 average rating, 37 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 spacesLong stayLocation

5.0 out of 5 average rating, 33 reviews

Heated pool+near beaches+arcade+hammocks+firepit

KitchenIndoor spacesWalkability

A private pickleball court is depicted in the backyard, bordered by a black fence. Lush green grass surrounds the court, and tall trees are visible in the background. A professional basketball hoop stands next to the court, with a spacious pool and colorful decor to the right.

4.96 out of 5 average rating, 56 reviews

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

Indoor spacesFamilyLong stay

A screened-in outdoor space features a heated swimming pool and spa, surrounded by a spacious deck. Bright blue lounge chairs are arranged nearby, with a shaded area visible at the back. The tranquil setting is complemented by lush greenery in the distance.

4.96 out of 5 average rating, 72 reviews

Heated Pool, Spa, BBQ, Games, Fire Pit, Sleeps 10

FamilyIndoor spacesQuiet

5.0 out of 5 average rating, 4 reviews

Pool, Spa & Fire Pit! Near AMI Beaches, Sleeps 8

FamilyHospitalityAccuracy

5.0 out of 5 average rating, 32 reviews

Private Heated Pool~Yacht Rental~BBQ~Near Water

Indoor spacesKitchenComfort

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.