
House holiday rentals in Holmes Beach
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Top-rated house rentals in Holmes Beach
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Top Rated by Airbnb! 2/28-3/13 now avail SAVE 55%!
Unbeatable location. HEATED POOL. Ultimate makeover. Everything like new! Big patio. 3 balconies. Nothing compares! 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 & covered parking for 5 cars! Close to restaurants, Publix, activities! Steps to FREE TROLLEY! Beach chairs, cart, toys, towels, incl! Weber gas grill. 5 wide screen TV's! Cable, Netflix, more!!!

New Golf cart + 4bd/3b w pool/2100 sq ft home
Urban Oasis is a privately owned 2100 sq ft 4 bd, 3 bth on Anna Maria Island. 4 minute walk on a quiet residential street to walk to the beach.This home features grey blue hues, coastal furniture, driftwood accents, themed rooms and designer accents. A brand new 2024 6 str golf cart is included in your rental as well as a premium linen service including all towels and linens. Urban Oasis is truly a turnkey Vacation Rental! We also have a second property, Urban Oasis Too, if you like our style!

Seconds to the Beach! Clean & Cozy NO flood damage
Seconds to the beach! NO flood damage. Photos current & accurate. Watch the sunset from the house! 3-bed, 2-bath, multi-level fun-house on a large shady lot in a quiet residential neighborhood. 2 blocks from popular shopping & dining, so there’s always something fun close by! Fully equipped kitchen with all you’ll need for island cooking & entertaining. Comfortable dining for 8. Beach chairs, umbrellas, cooler & beach cart with large inflated wheels for rolling easily over beach sand.

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.

Sandy Toes
This newly remodeled, upscale villa is on a quiet island street less than 300 steps from the powder white beach of Anna Maria Island. Over a dozen restaurants within a quarter of a mile short stroll and many shops close by to visit as well. The private villa includes a "treetop" front balcony which is a guest favorite to enjoy gulf breezes & relaxation. A fabulous, covered side porch overlooks extensive tropical plants and set up with comfortable chairs and your own private gas weber grill.

Salty Harbor AMI pool retreat near the Beach
Charming Salty 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: -Ask us if your dates don't fit our calendar! -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

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

* Anna Maria Sunrise Escape A *
Discover the perfect beachside escape at our centrally located 2-bedroom haven on Anna Maria Island, just steps from the sand and some of the island's top amenities! We are required to show only 7 night min bookings, send us an inquiry for custom dates. 1 Block to the Beach! 2 Bed / 1 Bath 2 Kings Balcony with Patio Furniture Washer & Dryer on-site WIFI Elevated Beach House (Duplex) Beach Towels & Chairs Gas Grill - (shared) Parking for 2 Cars, Including 1 enclosed garage space

Dock of the Bay by Duncan Real Estate
Welcome to Dock of the Bay! Located on the North end of Anna Maria, Dock of the Bay is a newly remodeled two- bedroom, three-bathroom vacation home directly on a canal with a private pool. This property has boat access to the intercoastal passing 2 low clearance bridges. Dock of the Bay is a direct walk to Bean Point which is one of the most picturesque parts of Anna Maria Island. HIGHLIGHTS 2228 sq. ft. Private Pool 35x20' Boat dock Canal access Screened lanai

Tranquility on the bay.
Tucked away from the hustle and bustle, my mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views or fish. The homes are a combination of mobile homes like mine and houses with the most wonderful people of all walks of life. Very quiet, very safe and friendly. 5 min. to Bradenton beach and 10 min. to AMI.

L'Oasis East w/Dip Pool
Completely remodeled, this beautifully 2-bedroom duplex, crafted to enhance your living experience. Every detail has been thoughtfully designed to create a serene and inviting atmosphere. New images showcase this stunning transformation, come visit us to see the beauty in person! Additionally, West and East are now available for rent together, featuring convenient adjoining doors through the utility room.

Ocean Views - Spacious Unit, Bonus Loft & Hot Tub
Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations, and top-notch amenities, this is the perfect escape for families, friends, and couples seeking a memorable AMI getaway.
Popular amenities for house rentals in Holmes Beach
House rentals with a pool

1 block to Pine Ave + Shopping + Beach + Dining!

5 Minute Short Walk To Beach, Shops & Restaurants

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

2-Nights Available 6/18 - Private 30' Dock & Pool

Private pool, 2 min walk to beach! Sand Dollar

Private Luxurious Ground Level Home

Home with heated pool, spa, games, walk to beach

Flamingo Royale — Beach Luxury Resort
Weekly house rentals

BOOK Season Now:Right Off Bridge St & By the Beach

NEW saltwater pool/spa! Free pool heat!

The Shell House

Key Lime Cottage by Beach Boutique Rentals

Eileen’s house- steps to the beach.

Perfect Hideaway- Heated Pool, 5 min Walk to Beach

Anna Maria Beach House

Bean Pt. Bungalow - Half duplex w/private pool
Private house rentals

Sunkissed&Salty: Prime Location!

New! Heated Pool • Walk to Pine Ave • Beaches!

Do you love the beach?

Beach Front Duplex! Direct Beach Access and Views

Villa Mar- 2BD Waterfront Home in Holmes Beach, FL

Private Pergola Oasis | Walk to Beach, Shop & Dine

Blue Bayou: 5 Houses to Beach, Dog Friendly

1BR | Enclosed Yard | Deck | AC | W/D
When is the best time to visit Holmes Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £232 | £287 | £396 | £314 | £250 | £282 | £293 | £241 | £222 | £194 | £219 | £236 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about house rentals in Holmes Beach

Total holiday rentals
Explore 860 holiday rentals in Holmes Beach

Nightly prices starting at
Holmes Beach holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 8,850 verified reviews to help you choose

Family-friendly holiday rentals
810 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 340 rentals that welcome pets

Holiday rentals with a pool
730 properties feature pools

Rentals with dedicated workspaces
480 properties have a dedicated workspace

Wifi availability
850 of Holmes Beach holiday 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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- Anna Maria Island
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