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Vacation rentals with outdoor seating in Holmes Beach

Find and book unique accommodations with outdoor seating on Airbnb

Top-rated accommodations with outdoor seating in Holmes Beach

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

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Guest favourite
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, 200 reviews

Be an 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.

Guest favourite
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, 197 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

Guest favourite
Home in Holmes Beach
5 out of 5 average rating, 7 reviews

Stunning beach house with heated pool and hot tub!

Welcome to The Colony, a stunning vacation rental on Anna Maria Island, designed to capture the essence of Palm Beach living. This spacious 4-bedroom, 4.5-bathroom house features elegant decor and modern amenities. Step outside to discover a beautiful backyard oasis, complete with a large pool, hot tub, and a well-appointed patio that invites relaxation. Just a 5 minute walk to the pristine beaches of AMI, The Colony is perfectly situated in charming Holmes Beach for an unforgettable getaway.

Top guest favourite
A serene outdoor area features a heated pool surrounded by tropical landscaping. Light-colored pavers outline the pool, and large sliding glass doors lead to an inviting sunroom. Towering palm trees provide shade, contributing to the tranquil ambiance.
Home in Holmes Beach
5 out of 5 average rating, 73 reviews

Private Luxurious Ground Level Home

"A Turtle's Nest" Anna Maria Island Luxurious Ground Level Private Home with Heated Pool. This 3 bed 2 bath home is 1 blocks away from the world class private beach of Anna Maria Island. Our private, tranquil beach home is an open concept, light and airy, beautifully furnished retreat. 5-8 min walk to Shopping, Dining, Bars, Pickle ball, Tennis courts, Basketball courts, Skate park, Playground and more. ***Early luggage drop off available for a small fee. Message owner for more details.

Top guest favourite
Cottage in Bradenton Beach
4.97 out of 5 average rating, 230 reviews

Bradenton Beach Sunsets 3, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with a queen pull out couch make this a great location for, solo guest, business travelers, and families. . Beach chairs/umbrellas/etc. provided. 3 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.

Superhost
Home in Holmes Beach
5 out of 5 average rating, 4 reviews

Anna Maria retreat house

Elevated home with all the amenities. Walking distance to the beach, chairs and towels provided. Relax in the backyard patio, including pool with waterfall . The shaded balcony overlooks the pool if you need to escape the sunshine. There’s a free trolley that runs all day in AMI if you don’t want to take the car out. The house is located across the street from Bimini Bay, enjoy a jog through these side streets in the morning. Local shops and restaurants that will not disappoint .

Guest favourite
Home in Holmes Beach
4.93 out of 5 average rating, 123 reviews

The Peachy Beach House, steps to the gulf

The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on the spa and music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

Top guest favourite
Home in Holmes Beach
5 out of 5 average rating, 8 reviews

Family Beach Retreat | Epic Game Room + Cabana Bar

Just 3 blocks from the beach and steps to the canals, this bright and breezy 3-bed, 3-bath coastal retreat is designed for easy, family-friendly living. Inside, you’ll find king beds, a fully stocked kitchen, and laid-back coastal style throughout. Outside, enjoy al fresco meals or sunset cocktails at the cabana bar, while the game room keeps the fun going rain or shine. With games, beach gear, and good vibes, Sunburst Cottage is the perfect setting for your next island escape.

Top guest favourite
A light-filled living area features a comfortable, neutral-toned sofa adorned with textured pillows. A wooden coffee table rests on warm-toned flooring. The space includes a cozy lamp and a small dining area with two stools, complemented by natural decor elements on the walls.
Home in Holmes Beach
5 out of 5 average rating, 13 reviews

Charming house B 2 min walk to beach, 4+, baby pet

Modern & comfortable 2-bedroom, 2-bathroom stay is a short couple minute walk to the white sand beach of Anna Maria Island. The fully equipped kitchen has modern appliances, and the open layout provides plenty of space to relax. Step outside onto private outdoor space to enjoy a morning coffee, sit and relax, or grill! Newly outfitted for the 2025 season, with brand-new furnishings, linens, and everything you need for a comfortable stay. Side-by-Side Units – Book One or Both!

Top guest favourite
The image depicts a bright, two-story beach house with light blue siding, surrounded by palm trees and lush greenery. A white picket fence lines the front, offering a sense of privacy. The sky is clear with soft clouds, conveying a tranquil coastal atmosphere.
Home in Holmes Beach
5 out of 5 average rating, 68 reviews

Luxury Beach House Steps to Quiet Beach

Stylishly renovated top to bottom, our sunny beach house with 3/4 BR and 2 BA is 1.3 blocks (a 3 min stroll) from the beach. Perfect for one family or two small families, it's an incredible value considering its location and quality. The house has every thing you need for a great vacation, including a kitchen for serious cooks, Weber grill, dining deck, shaded patio lounge and lovely lawn. To see availability 12 months from now, use the website, not the app. VRC18-000181

Superhost
Home in Holmes Beach
4.67 out of 5 average rating, 3 reviews

Pool, Pets, Walk to Beach With Incredible Sunsets

Exclusive Amenities Include: • Located in the Heart of Anna Maria Island • Semi Private Heated Pool • Less Than a 5 Minute Walk to beach access; 0.2 miles to 72nd St. Public Beach Access • 3 Bedrooms, 2 Full Baths • 1 King Beds, 1 Queen Bed, 2 Twin Beds (Sleeps 6) with linens provided • Outdoor Balcony • Spacious Outdoor Patio • Barbecue Grill • Free WiFi & 4 TVs • Coffee Maker & Kitchen Essentials • Beach Towels, Chairs, & Caddy • Private Driveway Parking • Pets Stay Free

Guest favourite
Home in Holmes Beach
5 out of 5 average rating, 7 reviews

Heated Pool, Steps to the Beach, Luxury Home

Welcome to your Anna Maria escape! Our 3-bed luxury home features a heated, private pool and is just minutes from the sugar-sand beach. • Spacious open-plan living & gourmet kitchen • Three serene bedrooms with premium linens • Outdoor lounge, grill & sun loungers • Fast Wi-Fi, smart TVs, washer & dryer • Beach chairs, and essentials • Superhost service ensures rapid replies and spotless cleanliness Book now and start making island memories!

Popular amenities for Holmes Beach outdoor seating rentals

When is the best time to visit Holmes Beach?

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Avg. price$417 CAD$501 CAD$645 CAD$518 CAD$429 CAD$483 CAD$501 CAD$418 CAD$369 CAD$341 CAD$390 CAD$414 CAD
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Quick stats about vacation rentals with outdoor seating in Holmes Beach

  • Total vacation rentals

    Explore 810 vacation rentals in Holmes Beach

  • Nightly prices starting at

    Holmes Beach vacation rentals start at $139 CAD per night before taxes and fees

  • Verified guest reviews

    Over 14,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    730 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 300 rentals that welcome pets

  • Vacation rentals with a pool

    710 properties feature pools

  • Rentals with dedicated workspaces

    410 properties have a dedicated workspace

  • Wifi availability

    810 of Holmes Beach vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Holmes Beach rentals

  • 4.8 Average rating

    Holmes Beach stays are highly rated by guests—averaging 4.8 out of 5!

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