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Family-friendly vacation rentals in Holmes Beach

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Holmes Beach

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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A private heated pool is surrounded by tropical landscaping and palm trees, creating a serene outdoor space. Two lounge chairs are positioned beside the pool, and a small table is visible on the lawn. Bright sunlight casts a warm glow over the vibrant plants.

Home in Holmes Beach

4.95 out of 5 average rating, 111 reviews

Breezy Harbor AMI pool retreat near the Beach

Stunning Fall 2024 renovation done! Charming Breezy Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immediately feel stress melting away. You'll love grilling in the lush yard and a 6-min walk to the beach or the AMI trolley stop. A supermarket is a couple of streets over. The home is perfect for families, couples, 1-50Lb pet, and working remotely. Ample Parking for 2 vehicles and toys. *Ask us for shorter stays and always discuss your pets with us*

Top guest favorite

A stylish living room is presented, featuring a comfortable gray sofa paired with a decorative round coffee table. Brightly colored wallpaper adorned with shell patterns enhances the space, while large windows allow natural light to filter in, complemented by light-colored flooring.

Condo in Bradenton

4.92 out of 5 average rating, 119 reviews

New Renovated Condo + Walk to Bay + 5-Min to AMI

Experience the ultimate beachside retreat in this newly renovated 1/1 condo, located within walking distance to the serene beauty of Palma Sola Causeway Parks Bayfront beach, jet-ski rentals, and horseback riding and also a quick drive/bike from the beaches of Anna Maria Island. This well-positioned condo offers the perfect balance of convenience and tranquility, providing easy access to the natural wonders of the island and the vibrant attractions nearby, including canal fishing, jet skis, etc.

Top guest favorite

An outdoor lounge area is showcased under a wooden ceiling, featuring a heated pool and elegant patio furnishings. A television is mounted on the wall, and a dining set is positioned nearby, with a barbecue grill just outside the lounging space, surrounded by tropical landscaping.

Home in Holmes Beach

5 out of 5 average rating, 46 reviews

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view

Let me know if you need a stay for a period not listed. Unbeatable location, HEATED POOL, ultimate makeover & NEW bedrm, bathrm, lounge, & covered patio additions for spacious beauty are a few things that set us apart! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. Premium fixtures, appliances, & plush furnishings create elegance. Garage/parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

Top guest favorite

Adirondack chairs in soft blue are positioned on the sandy beach, offering scenic views of the ocean and coastline. The sun reflects off the water, enhancing the tranquil atmosphere, while a distant figure strolls along the shore. Lush greenery borders the sandy area.

Condo in Bradenton Beach

4.93 out of 5 average rating, 145 reviews

Beach Escape & Pool, steps to Beach & restaurants

One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

A clear blue pool is surrounded by palm trees and a well-maintained patio area. Lounge chairs are arranged nearby, and a dining set is visible in the background, enhancing the outdoor space. The sun-filled setting creates a vibrant atmosphere.

Apartment in Holmes Beach

4.97 out of 5 average rating, 194 reviews

Crows Nest at Spinnakers Vacation Cottages

Close to the beach, family-friendly activities, nightlife, and the free AMI trolley. You’ll love the location, the ambiance, and the high ceilings. Located in the lush tropical paradise of Spinnakers Vacation Cottages. Offers a spacious living area, with the bedroom and bathroom on the living floor with a spiral staircase leading to a loft with two twin beds. Great for couples, families and dogs (with small pet fee) Great private deck for star gazing! Spa maintains same temperature as pool

Top guest favorite

A heated pool is surrounded by lush greenery and palm trees. Lounge chairs are positioned along the perimeter, and a gentle blue hue reflects off the water. The two-story buildings in the background create a tranquil resort-like setting.

Condo in Holmes Beach

4.98 out of 5 average rating, 127 reviews

NEW listing on AMI! Walk to fabulous beach front!

Updated, well appointed, clean and comfortable, my unit at Sandy Pointe II is in a secluded setting just a few minutes walk to a less crowded, quieter section of beautiful AMI beach. From here the Island is at your fingertips! Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! A FREE Island trolly stop is steps from our entrance with grocery, drug store, beach shops and so much more just across E Bay Dr.

A spacious pool area features a large, oval-shaped swimming pool surrounded by multiple lounge chairs. The light-colored patio is lined with tropical plants. A shaded umbrella stands near the seating area, complemented by the inviting blue exterior of the single-level beach house.

Home in Holmes Beach

5 out of 5 average rating, 17 reviews

One Level Large Home 2 Minute Walk to the Beach!

Welcome to our Blue Grotto on the beautiful Anna Maria Island. We hope you will enjoy your stay in our 1850 sq ft beach house with 3 bedrooms and 2 baths. Our property features a living area and a full kitchen with dining area which makes it great for spreading out. Our little slice of heaven is perfect for family vacays, fishing or golfing trips or that annual girls trip! You are only 6 houses to the beach or right out the back door to the large pool (extra charge for heating).

A private lagoon-style pool is surrounded by lush tropical landscaping. A small rock waterfall flows into the gently curved pool, which is complemented by comfortable seating. Sunlight filters through the foliage, creating a serene outdoor retreat.

Home in Holmes Beach

4.97 out of 5 average rating, 143 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

Twin Palms is home to NY Times best-selling food writer and chef and her tech husband. Infant/kid/pet-friendly just 5 min. walk to the beach. Private lagoon-style *heated* saltwater/low chlorine pool amid lush landscaping with gorgeous rock waterfall. New appliances, HVAC, 60-inch Sony HDTV, Italian leather reclining sofas, BBQ, beach gear, three king bedrooms, all linens provided. Classic Florida one-level home - no stairs. Managed directly by owners, so no crazy fees.

Top guest favorite

A vibrant yellow cottage is depicted with a landscaped area featuring palm trees and a gravel yard. Colorful adirondack chairs in pastel shades of pink and blue offer seating options, creating a casual outdoor space. Nearby cottages are visible, enhancing the beachfront setting.

Guesthouse in Bradenton Beach

4.99 out of 5 average rating, 187 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

Condo in Bradenton

4.98 out of 5 average rating, 186 reviews

Luxury 3/3 Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

An aerial view captures a beachside community with white homes nestled among palm trees. The coastline and ocean are visible in the background, while nearby buildings and roadways provide context for the location. The neatly arranged rooftops highlight the peaceful neighborhood ambiance.

Townhouse in Holmes Beach

4.99 out of 5 average rating, 148 reviews

Heated Pool & Spacious Deck! Steps from the Beach!

Welcome to Your Dream Beach Escape! Just one block from the sugar-white sands of Holmes Beach, this newly renovated home has everything you need for a perfect getaway. Bikes, paddle boards, and all the beach gear are included for endless fun! Unwind in the shared HEATED pool or soak up the charm of Anna Maria Island. Shops, dining, and attractions are just a stroll, bike, or trolley ride away. Perfect for families, reunions, and couples!

A private outdoor space featuring a heated pool and spa, surrounded by palm trees and lounge chairs. The vibrant blue cottage is visible in the background, complemented by carefully arranged landscaping. A pathway of stepping stones leads toward the entrance of the cottage.

Cottage in Anna Maria

4.96 out of 5 average rating, 250 reviews

Turtle Cottage - Anna Maria Island

Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.

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Apartments

Convenient locations with everyday essentials

Popular amenities for Holmes Beach family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious bedroom features a large bed with striped bedding, complemented by two nightstands with lamps. Sliding glass doors open to a private backyard with a plunge pool. Natural light floods the room, highlighting the warm wooden ceiling and inviting decor.

Home in Holmes Beach

4.96 out of 5 average rating, 194 reviews

Be an AMI

Top guest favorite

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.

Home in Bradenton

4.98 out of 5 average rating, 107 reviews

Waterfront View Mins To AMI Beaches

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

4.97 out of 5 average rating, 334 reviews

RARE Sept SALE! OPEN! Sarasota #1 Lux BEACH Villa

Top guest favorite

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

4.96 out of 5 average rating, 113 reviews

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

Top guest favorite

Condo in Bradenton Beach

4.99 out of 5 average rating, 147 reviews

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

A comfortable living area features a sectional sofa and a coffee table on a patterned rug. A large flat-screen television is mounted on a wood-accented wall. Natural light filters through sheer curtains, and a decorative plant adds a touch of greenery to the space.

Home in Bradenton

4.98 out of 5 average rating, 106 reviews

Beach House with jacuzzi near AnnaMariaIsland

A private pool area is surrounded by palm trees and shaded by umbrellas. The inviting water reflects blue skies, while a colorful float adds a playful touch. Comfortable seating is arranged around the pool, creating a relaxed outdoor atmosphere.

Home in Bradenton

4.87 out of 5 average rating, 149 reviews

Amazing Game Room-86°Pool/Spa-Beaches-Dog Friendly

Top guest favorite

An outdoor space is featured, showcasing a hot tub and a dining area with a table set for guests. Light fixtures hang from the wooden ceiling, and greenery is present, adding a natural touch. A relaxed atmosphere is created by the open layout.

Home in Bradenton

4.92 out of 5 average rating, 159 reviews

Extra large 3 bedroom home with Hot Tub near AMI

Family- and pet-friendly home rentals

Top guest favorite

A charming exterior view of the property is highlighted, showcasing a welcoming entrance with a decorative stone feature. The path leads to a well-lit entrance, framed by vibrant landscaping and palm trees, creating an inviting atmosphere for guests.

Home in Bradenton

4.96 out of 5 average rating, 308 reviews

Casa del Río! Beaches, IMG, Boating, and Riverwalk.

Top guest favorite

A spacious outdoor living area is shown, featuring a seating arrangement with floral-patterned cushions and a wooden coffee table. A dining table, set for six, is positioned nearby. The screened lanai offers views of the pool, surrounded by greenery and clear blue skies.

Home in Bradenton

5 out of 5 average rating, 81 reviews

NEW saltwater pool/spa! Amazing outdoor space!

An outdoor dining area is set with a glass table and six blue chairs, shaded by a blue umbrella. In the background, a swimming pool with surrounding tropical plants invites relaxation, while a spa is visible nearby, offering a serene ambiance.

Home in Holmes Beach

4.8 out of 5 average rating, 87 reviews

Private pool, only two blocks .3 miles from beach!

An aerial view captures a charming cottage positioned among surrounding buildings, just steps from the beach. The coastline features soft sand and calm, blue waters. Nearby, various structures and palm trees provide a relaxed island atmosphere.

Home in Anna Maria

5 out of 5 average rating, 6 reviews

Charming 1947 Cottage w/ Water View. Pet-Friendly,

An aerial view captures a private pool surrounded by lush palm trees and vibrant greenery. White lounge chairs frame the pool area, while a rustic wooden staircase leads to a treehouse nestled among the foliage. An outdoor kitchen is visible nearby, enhancing the oasis-like setting.

4.93 out of 5 average rating, 160 reviews

Tropical Retreat Near AMI & IMG | Outdoor Kitchen

A private heated pool is surrounded by tropical greenery, featuring vibrant foliage and flowering plants. The pool area includes a paved patio with lounge chairs, offering a serene environment under clear blue skies and palm trees.

4.71 out of 5 average rating, 112 reviews

"Paradise" by the Private (Heated) Pool light!

Top guest favorite

A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.

Condo in Holmes Beach

4.99 out of 5 average rating, 143 reviews

Short Stroll to the Surf! ~ Make Memories on AMI

Top guest favorite

A heated saltwater pool is surrounded by lush tropical vegetation, creating a serene atmosphere. Poolside seating is offered by several lounge chairs, alongside a shaded area with an umbrella. Sunlight reflects off the water's surface, enhancing the tranquil setting.

Home in Bradenton Beach

4.97 out of 5 average rating, 177 reviews

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!

Family-friendly home rentals with a pool

Home in Bradenton

4.94 out of 5 average rating, 34 reviews

~Family Getaway~ Heated Pool | Hot Tub | Game Room

A private pool area is enclosed by lush greenery and palm trees. Comfortable lounge chairs are positioned next to the sparkling water, while a screened-in patio provides a shaded relaxation space. Smooth stone pathways lead around the pool, enhancing the tranquil setting.

Vacation home in Holmes Beach

4.77 out of 5 average rating, 13 reviews

peacock paradise

An outdoor area features a heated pool surrounded by lounge chairs, a pickleball court, and a putting green, all enhanced by tropical landscaping. The interior reveals a comfortable game room with arcade games and modern amenities, providing a relaxing atmosphere for all guests.

Home in Bradenton

5 out of 5 average rating, 16 reviews

Fall Special! - Family Fun - 9 min to Beach

Top guest favorite

A private pool area is illuminated at night, featuring a clear turquoise pool surrounded by paver stones. A covered patio with a dining table and chairs offers a cozy space, while lounge chairs are positioned around the pool, enhancing the outdoor experience.

Home in Bradenton

5 out of 5 average rating, 33 reviews

Modern Heated Pool Home - 5 Miles to Beach & IMG

An aerial view of a charming ground-level vacation home is presented, featuring a light-blue exterior and a metallic roof. Surrounded by lush tropical landscaping, a clear pool reflects the sunlight, and a patio area with lounge chairs is visible in the background.

Home in Anna Maria

5 out of 5 average rating, 15 reviews

Sea Shack - 2bd/2ba POOL Home

Top guest favorite

Home in Holmes Beach

4.98 out of 5 average rating, 49 reviews

Unwind Sunshine: steps to locals' favorite beach

Top guest favorite

A spacious hot tub bubbles invitingly under a blue sky, surrounded by colorful lounge chairs and an umbrella. In the background, a sparkling pool glistens, complemented by playful decor, creating a lively outdoor retreat.

Home in Bradenton

5 out of 5 average rating, 9 reviews

Family Oasis | Heated Pool, Hot Tub & Game Room

Top guest favorite

An aerial view showcases a serene coastal area, emphasizing the proximity to a sandy beach just a short walk away. The vibrant blue water contrasts with the green palm trees and white homes lining the streets, creating a peaceful atmosphere typical of Anna Maria Island.

Home in Anna Maria

5 out of 5 average rating, 78 reviews

New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean

Quick stats about vacation rentals that are family-friendly in Holmes Beach

Total rentals
1.1K properties
Nightly prices starting at
G$14,645 GYD before taxes and fees
Total number of reviews
13K reviews
Pet-friendly rentals
350 properties allow pets
Rentals with a pool
960 properties have a pool
Rentals with dedicated workspaces
520 properties have a dedicated workspace

Destinations to explore