Pet-friendly vacation rentals in Holmes Beach

4.96 out of 5 average rating, 110 reviews

Condo in Holmes Beach

Steps to the beach! Condo with pool at The Terrace

Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

WalkabilityOutdoor spacesAccess

Townhouse in Holmes Beach

The spacious living area features a comfortable sectional sofa adorned with decorative pillows, a textured area rug, and a stylish coffee table. Natural light flows through large glass doors, connecting the indoor space to the outdoors. Open access to the kitchen and dining area enhances an inviting atmosphere.

5.0 out of 5 average rating, 78 reviews

Steps from the beach, private pool in Holmes Beach

Visit Anna Maria Island and you will instantly fall in love with the turquoise waters and one of the most beautiful beaches in the world. Seabreeze Sands enjoys an enviable location, just a short walk to shops, restaurants, the island trolley and only steps from the sugar white sand beach. This three-story home with its crisp contemporary feel has light and airy interiors and enjoys ocean views. The home sleeps 6 but is not suitable for children 2 years and under. PRIVATE POOL - NOT SHARED

WalkabilityOutdoor spacesAccess

4.96 out of 5 average rating, 208 reviews

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 Bradenton beach

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.

WalkabilityOutdoor spacesSolo travel

4.98 out of 5 average rating, 123 reviews

Home in Bradenton Beach

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

WalkabilityOutdoor spacesAir conditioning

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.

4.95 out of 5 average rating, 203 reviews

1/2 Block from Beach- Private Boat Dock & 30' Pool

o A beautifully renovated 3-bed 2-bath oasis designed for unforgettable family getaways, boating adventures, and pure relaxation. o While many rentals claim to be in Anna Maria, they are actually situated in the heavily congested Holmes Beach or Bradenton Beach areas. Nestled on the quiet, historic North End of Anna Maria City. Completely bypass the tourist traffic and long car lines, enjoying a peaceful, authentic neighborhood where everything you want is within a short stroll.

Outdoor spacesWalkabilityCleanliness

5.0 out of 5 average rating, 9 reviews

NEW! w/ Pool - The Pearl Unit 2 on AMI

The Pearl (Unit 2) is a newly renovated oasis in the heart of Holmes Beach on Anna Maria Island. Just a 3–5 minute walk to the beach, this sunny AMI duplex home has everything — sparkling saltwater pool, fresh interiors, no stairs, beach gear, and parrots that may say hi on your morning walk! Centrally located and steps away from the AMI trolley to whisk you around the island! Relax, explore, and live your best island life. *pool is shared with one other unit in the duplex home*

WalkabilityNearbyIndoor spaces

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.

4.96 out of 5 average rating, 157 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.

Outdoor spacesWalkabilityPool

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.

4.82 out of 5 average rating, 102 reviews

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

Just two blocks away from the beautiful white sands of Holmes Beach. Restaurants & night life even closer. Swimming pool and spa are inviting for both romantic getaways as well as families. You will have access to the entire beautiful two story townhouse. The property has a shared wall, but all space is private and quiet. The outdoors are separated and private as well. Plenty of parking, sun, & fun. New mattresses, new couch, and other furniture.

WalkabilityOutdoor spacesAmenities

5.0 out of 5 average rating, 9 reviews

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.

WalkabilityOutdoor spacesIndoor spaces

5.0 out of 5 average rating, 9 reviews

Under the Foxtails by Beach Boutique Rentals

*Features include* * Private heated pool with covered patio * Ground-level convenience * 3 bedrooms and 3 full bathrooms * Primary suite with king bed and ensuite bath * Second bedroom with king bed * Third bedroom with twin bunk beds – perfect for kids * Vaulted ceilings and skylights * Outdoor area with gas grill and ping pong * Lounge chairs by the pool * Washer and dryer * Beach chairs, umbrella, and cart * Small dog friendly!

WalkabilityOutdoor spacesDecor

Apartment in Holmes Beach

A spacious pool area is surrounded by palm trees and tropical landscaping. The clear blue water of the pool reflects the bright sky. Comfortable lounge chairs are positioned on the pool deck, inviting relaxation. A dining table is visible in the background, shaded by trees.

4.96 out of 5 average rating, 164 reviews

Cabin 1 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities and the free AMI trolley. You’ll love my place because of the location and the ambiance. Cabin 1 is part of Spinnakers Vacation Cottages located just steps to the sparkling Gulf. My place is good for couples, solo adventurers, families (with kids), and furry friends (dogs, for a small pet fee) Spa maintains same temperature as pool.

Outdoor spacesPetsParking

4.98 out of 5 average rating, 106 reviews

The living area features a seating arrangement with two blue sofas and a light coffee table. A ceiling fan is present, along with a beige recliner. Large glass doors open to a lanai, allowing natural light to fill the room, complemented by coastal-themed art on the walls.

Condo in Holmes Beach

A Coastal Retreat Steps From the Sea

Just a short walk to the sugary sands of Holmes Beach! This recently updated condominium has everything you need to enjoy a true getaway. Grab our beach chairs, umbrella, coolers, toys, and amazing beach cart to effortlessly pull the beach necessities across the sand. After a nice float in the ocean, come back to the tropical setting surrounding our heated pool. Welcome to Island Life.

Outdoor spacesWalkabilityCheck-in

Popular amenities for Holmes Beach pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A private pool is surrounded by tropical landscaping, featuring a clear blue water surface that reflects soft lighting. Several lounge chairs are positioned nearby, providing relaxation space under the palm trees. The serene area is perfect for unwinding after a day at the beach.

4.96 out of 5 average rating, 103 reviews

Beach House w/Private Pool & Spa

WalkabilityOutdoor spacesAir conditioning

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, 124 reviews

Breezy Harbor AMI pool retreat near the Beach

Outdoor spacesPetsKitchen

5.0 out of 5 average rating, 24 reviews

NEW! Sea Haven~Heated Pool~Fishing from back yard!

WalkabilityOutdoor spacesLayout

4.9 out of 5 average rating, 21 reviews

Heated Pool, Hot Tub, Game Room, Steps to Beach!

Outdoor spacesWalkabilityBeach

4.92 out of 5 average rating, 12 reviews

Cozy Beach Cottage, Pet Friendly

WalkabilityPetsHospitality

5.0 out of 5 average rating, 14 reviews

Family Beach Retreat | Epic Game Room + Cabana Bar

WalkabilityKitchenGetting around

An elevated vacation rental is surrounded by tropical landscaping, showcasing a spacious deck with seating. The structure features a pitched roof and is situated near the beach, with the Gulf visible in the distance under a clear blue sky.

4.88 out of 5 average rating, 17 reviews

The Magic Dolphin B, great Holmes Beach location,

PetsWalkabilitySleep quality

4.97 out of 5 average rating, 37 reviews

Home in Bradenton Beach

Private Pool + Walk 2 blocks to Beach! King Beds!

Outdoor spacesWalkabilityCheck-in

Pet-friendly home rentals with a pool

5.0 out of 5 average rating, 7 reviews

Apartment in Bradenton

The Oasis at One Particular Harbor!

CleanlinessAccuracyHospitality

4.95 out of 5 average rating, 82 reviews

A coastal-style duplex is framed by lush tropical landscaping, featuring palm trees and colorful flowering plants. The exterior showcases light-hued siding, a spacious front porch with railings, and two garage spaces below. A clear blue sky enhances the inviting atmosphere of the property.

Cottage in Holmes Beach

Close to the Beach+ Private heated pool and spa!

Outdoor spacesWalkabilityGrill

The view from the open patio showcases a serene pool area surrounded by palm trees. Two lounge chairs are positioned nearby, inviting relaxation. The space is characterized by a bright and airy feel, with natural light flowing in through large glass doors.

4.91 out of 5 average rating, 33 reviews

Beautiful Pool/Spa, Steps to sand, New Golf Cart

WalkabilityOutdoor spacesLaundry

5.0 out of 5 average rating, 29 reviews

A sparkling resort-style pool is surrounded by lush tropical landscaping, featuring palm trees and vibrant greenery. A patio area with shaded seating is visible in the background, along with the steps leading to a building. The clear blue water invites relaxation and leisure.

Condo in Bradenton

Margaritaville Resort 3BR | Pool | Anna Maria

Outdoor spacesWalkabilityLayout

5.0 out of 5 average rating, 37 reviews

Home in Bradenton

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!

PetsWalkabilityBathroom

An outdoor entertainment area features wicker seating arranged around a glass-top coffee table. The space includes a dining table and chairs, with a view of the private pool surrounded by lush greenery. Light filters through the open space, creating a relaxing atmosphere.

4.9 out of 5 average rating, 10 reviews

5 Houses from the Beach! Pool and Game Room!

Outdoor spacesWalkabilityKitchen

5.0 out of 5 average rating, 7 reviews

EV Charger-Portside Paradise by SeaBreeze Vacation

WalkabilityKitchenHospitality

The exterior of the villa showcases a two-story structure featuring a light-colored façade. Lush greenery surrounds the property, complemented by a paved driveway. The spacious balconies are adorned with seating, inviting relaxation among the tropical landscaping. Two garage doors provide convenient parking.

4.93 out of 5 average rating, 45 reviews

5 min Walk to Beach & Dining in a Private Street

WalkabilityOutdoor spacesLayout

Private, pet-friendly home rentals

4.99 out of 5 average rating, 79 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 + Rooftop Patio

WalkabilityOutdoor spacesGetting around

5.0 out of 5 average rating, 29 reviews

A private patio area is displayed with a round table surrounded by six chairs and a large umbrella. Two lounge chairs are positioned nearby. The exterior features large windows reflecting a vibrant sunset, enhancing the tranquil atmosphere.

Villa in Holmes Beach

Seaside Inn a waterfront in Paradise

WalkabilityOutdoor spacesAmenities

4.5 out of 5 average rating, 4 reviews

Sea Spray 1: *Pet-friendly *Steps to the beach

CleanlinessFamilyLocation

5.0 out of 5 average rating, 32 reviews

Anna Maria Aloha – Pet Friendly, Steps to Gulf

Outdoor spacesWalkabilityBiking

5.0 out of 5 average rating, 25 reviews

Walk to Beach + Trolley + Heated Pool + Mini Golf!

WalkabilityOutdoor spacesDecor

Casa particular in Longboat Key

5.0 out of 5 average rating, 3 reviews

Seaside Cottage Retreat Steps Away From the Beach

WalkabilityKitchenNearby

5.0 out of 5 average rating, 7 reviews

Condo in Bradenton Beach

Bayfront • Rehabbed • Pickleball • Private Beach

WalkabilityOutdoor spacesCleanliness

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.