Pet-friendly vacation rentals in Holmes Beach

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.

4.96 out of 5 average rating, 196 reviews

Sea AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

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.

4.95 out of 5 average rating, 111 reviews

Breezy Harbor AMI pool retreat near the Beach

Charming Breezy Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -We typically have shorter stays available, just ask! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

4.99 out of 5 average rating, 76 reviews

A serene backyard pool area is framed by lush palm trees, creating a tropical oasis. A semi-circular seating area under a Tiki umbrella provides a shaded spot next to the pool. Adjacent seating and a grill enhance this inviting outdoor space.

Cottage in Holmes Beach

Brand New Remodeled Villa + Large Private Pool!

Remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall and Swim-up Tiki Table, turf putting green ,Weber Grill, patio bar with 55” Outdoor Smart TV! Calypso is outfitted with a cozy Coastal decor, you feel that vacation vibe as soon as you walk in the door. The kitchen offers quartz countertops with Stainless Steel appliances. Both bedrooms have King size beds, living room has a queen sleep sofa. All furniture was brand new in December of 2024

4.99 out of 5 average rating, 144 reviews

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

Short Stroll to the Surf! ~ Make Memories on AMI

Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

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.

4.96 out of 5 average rating, 310 reviews

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

Welcome to "Casa del Rio" in Bradenton, FL featured in hit TV Show 90 DAY FIANCÉ! Location less than 15 minutes from the beach, IMG, Downtown, Riverwalk, Pirate City, and popular restaurants. Main Road takes you straight to Beach NO turns! I've thought of everything to make your stay as comfortable as possible. Keyless check-in experience with Smart Lock. Amazon Fire TV Free movies and TV Shows. Netflix ready. Brazilian Hammock under a Tiki Hut. Coffee and Tea station. Beach gear.

4.93 out of 5 average rating, 150 reviews

The outdoor area features a heated pool with a rock waterfall, surrounded by lounge chairs. A thatched Tiki hut provides shaded seating, set within tropical landscaping. The villa's light blue exterior and white furnishings enhance the inviting atmosphere of the space.

Condo in Holmes Beach

Blanco at Sunset Villas on Anna Maria Island

Back Open Jan '25! Located just 200 steps from the beach you’ll have your feet in the sand in no time. A comfortable living area + fully equipped kitchen. Furnished with island décor and local art. Everything you need including a heated pool, large patio with a Tiki hut, tropical gardens, plus a private outdoor area with a shower for your comfort. Walk to everything – grocery, pharmacy, ice cream, breakfast, pizza, donuts, and the beach which is less than 2 minutes away.

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.

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.

4.97 out of 5 average rating, 179 reviews

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

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

Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

4.83 out of 5 average rating, 30 reviews

Bungalow in Holmes Beach

Captain's Quarters! Bungalow steps from the beach!

Steps from beach access! Captain's Quarters is a 1 bed/1 bath with a sleeper sofa to sleep 4, a full kitchen & living area. This duplex style bungalow has shared backyard space including a heated saltwater pool, spa and gas grill. Close to the free trolley stop which is only one block away running north and south on AMI, shops and restaurants! Some short stays available. Captain's Quarters is one of 4 bungalows at The Gulf Drive Inn. Inquire to reserve more than one!

A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.

4.91 out of 5 average rating, 390 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

83rd St Villas West by Duncan Real Estate

Welcome to 83rd St Villas West! A stunning ground-level vacation villa just a 6-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen with Cafe appliances, ample counter space, cook top and oven, extra-large fridge/freezer making meal prep a breeze.

4.98 out of 5 average rating, 189 reviews

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

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.

Popular amenities for Holmes Beach pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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.

4.8 out of 5 average rating, 87 reviews

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

An inviting outdoor lanai is shown, featuring comfortable seating with colorful cushions. A wooden coffee table holds glassware, while a heated pool glistens in the background, surrounded by lush greenery. The screened area offers a seamless connection to the tranquil outdoor environment.

5 out of 5 average rating, 90 reviews

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

A private outdoor space features a heated pool with a spa and swim-up table, surrounded by tropical landscaping. Several shaded umbrellas provide comfort near lounge chairs. The wooden deck of the house is seen in the background, with steps leading down to the pool area.

Sailfish Bungalow. Perfect for your family vacatio

4.95 out of 5 average rating, 186 reviews

A private pool is surrounded by a tropical landscape, featuring palm trees and vibrant plants. The clear water reflects the blue sky, and a spacious deck with paver stones offers a welcoming area for relaxation. A canal can be seen in the background.

Home in Anna Maria

Discounted October Stays w/Private 30' Dock & Pool

A spacious outdoor area is presented, featuring a shaded seating area with cushions. A sparkling jacuzzi glistens under string lights, creating a lively ambiance. An artificial grass section offers space for games, while lounge chairs and a fire pit enhance comfort for relaxation. Pets are welcomed.

4.97 out of 5 average rating, 38 reviews

Vibrant/modern home/back yard oasis, near beaches

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.

4.92 out of 5 average rating, 61 reviews

Stay & Play - 4 min from IMG

Home in Pass-a-Grille Beach

The charming entrance of the coastal home is framed by palm trees and lush tropical plants. A wide set of stairs leads to the front porch, which features wooden columns and a welcoming double door. Bright blue siding complements the surroundings under a clear blue sky.

4.92 out of 5 average rating, 66 reviews

Luxury Paradise in Pass-a-Grille

A cheerful storage area features neatly arranged beach chairs with colorful striped designs hanging on the wall. A round wooden table with a light wood finish is placed beside a basket filled with beach gear, contributing to a vibrant vacation atmosphere.

5 out of 5 average rating, 5 reviews

3 Blocks to Beach + Game Room + Cabana Bar!

Pet-friendly home rentals with a pool

Home in Indian Beach-Sapphire Shores

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.

4.96 out of 5 average rating, 94 reviews

Retreat by the Bay-Heated Saltwater Pool

A refreshing outdoor pool is set against a backdrop of lush greenery. The pool features a clear blue water surface and a smooth, tiled edge. Two ladders lead into the water, offering easy access for swimming and relaxation.

4.92 out of 5 average rating, 77 reviews

IMG Academy-Modern Home Heated Pool Beaches 8 min

A private pool area is surrounded by tropical landscaping and features clear blue water. The pool is equipped with a ladder and a spacious deck with outdoor seating. A light-colored duplex with large windows is visible in the background, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 143 reviews

Blue Bungalow B

Apartment in Holmes Beach

A semi-private heated pool is surrounded by lush tropical landscaping. Grey lounge chairs are positioned along the pool's edge, and a shallow step is seen leading into the clear blue water. The depth of the pool is marked as 5 feet, providing a relaxing atmosphere.

5 out of 5 average rating, 19 reviews

Anna Maria Island - 400 steps to Beach!

5 out of 5 average rating, 12 reviews

A private heated pool is surrounded by tropical palms, featuring a gently curved shape with clear blue water. Two white adirondack chairs are positioned nearby on a paved patio, inviting relaxation in a tranquil outdoor setting.

Home in Anna Maria

The Shell House

BRAND NEW Pool Paradise | Put-put! Games! Fire Pit

Steps to the Beach, Luxe 4BR w/ Heated Pool & Spa

Bungalow in Bradenton Beach

A bright living area features light walls and soft furnishings. A cozy sofa faces a modern television displaying a beach scene. A circular mirror adds depth, while a wooden table and chair provide a comfortable workspace. Natural light fills the space through sheer curtains.

5 out of 5 average rating, 7 reviews

Barefoot Boho- Bungalow on the Beach!

Private, pet-friendly home rentals

Villa in Holmes Beach

4.88 out of 5 average rating, 8 reviews

Anna Maria Island Beach Getaway – Sleeps 6

A private backyard features a heated pool surrounded by tropical palm trees. Comfortable seating areas are located on the deck, complemented by a grill nearby. The pool area is highlighted by a spacious lounge area with sun chairs and a shaded umbrella.

5 out of 5 average rating, 3 reviews

Colorful Beach Cottage with Heated Pool and Walk

An inviting hot tub with vibrant blue lighting is framed by wooden beams, creating a sheltered space for relaxation. The heated saltwater pool is visible in the background, surrounded by lush greenery and a white fence, enhancing the tranquil atmosphere.

4.89 out of 5 average rating, 55 reviews

Backyard Bliss Anna Maria Island

A private heated pool reflects soft sunset colors, surrounded by tropical landscaping. The spacious deck includes loungers and an outdoor dining area. A covered balcony above provides a view of the pool, while a flat-screen TV is mounted on the wall near the seating area.

5 out of 5 average rating, 27 reviews

Sunkissed&Salty: Prime Location!

4.98 out of 5 average rating, 57 reviews

A spacious living area features a modern sectional sofa with plush cushions in neutral tones. A circular coffee table rests on a soft area rug. A vibrant grass wall adds a touch of greenery, while a dining table with chairs is visible in the background.

Condo in Holmes Beach

Luxury 2BR Oceanfront Condo + Private Parking

An outdoor area features a heated pool bordered by pool loungers and three putting greens. Tall palm trees provide shade, while a thatched-roof gazebo offers seating. The grass is manicured, enhancing the relaxed atmosphere of this welcoming space.

4.83 out of 5 average rating, 12 reviews

Turtle Tyme 2: Beach 1 Block, Pool, Putting Greens

A charming beach house is set against a clear blue sky, surrounded by lush greenery and palm trees. The property showcases a well-maintained front yard with carefully trimmed hedges and a paved driveway leading to the entrance.

5 out of 5 average rating, 47 reviews

Stunning Beach House Just Steps from the Water!