Beachfront vacation rentals in Holmes Beach

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Holmes Beach

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Holmes Beach

5.0 out of 5 average rating, 27 reviews

Lovely Beach View Condo on Anna Maria Island

Brand New Listing! Hello Sunshine...Take time and breathe again at this special and tranquil getaway. This 1 bedroom 1 bath corner unit is in a charming beachside complex with a lovely pool & gardens directly across & just 20 steps from the beautiful beaches of Anna Maria Island & the sparkling waters of the Gulf of Mexico. Great restaurants and the free island trolley are within walking distance! Relax, enjoy, and make new memories of what will soon be your favorite vacation destination.

Nov 22 – 29

R5,679 ZAR per night

Guest favorite

Home in Holmes Beach

5.0 out of 5 average rating, 28 reviews

Tip’Sea Turtle Anna Maria island

Located on Anna Maria island, steps across the street to the beach. Enjoy the Gulf of Mexico or your private pool. Newly remodeled interior. Close to grocery store and restaurants. Large private outdoor patio area to grill and entertain. Holmes Beach is less than 50 steps away. Outdoor shower to get the sand off before you enter your cozy experience. Definitely a beach feel interior. Everything you are looking for in a beach rental. Close to everything. Walking distance to everything SUPERHOST!

Aug 18 – 25

R5,352 ZAR per night

Guest favorite

Home in Holmes Beach

4.95 out of 5 average rating, 158 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.

Oct 26 – Nov 2

R5,177 ZAR per night

Guest favorite

Condo in Holmes Beach

4.96 out of 5 average rating, 78 reviews

Steps to the beach! Updated Condo 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, coffee maker, blender, balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, 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!

Nov 10 – 17

R4,347 ZAR per night

Guest favorite

Guest suite in Bradenton

4.9 out of 5 average rating, 289 reviews

WOW-Walk 2 Restaurants-King Bed-Near Beaches & IMG

Affordable unit is an approx 450sq foot efficiency which includes a large King bed and bathroom, a full fridge, microwave and coffee pot. This unit does not have a kitchen but there is access to a grill with side burners on the shared back deck area. Off street parking. Bikes to use. There’s cable TV/Roku with fast WIFI. Unit is attached Downtown Bradenton location. It is around the corner from the Riverwalk, bars, and entertainment. Close to beaches. Great for couples or a single traveler.

Oct 5 – 12

R2,229 ZAR per night

Guest favorite

Home in Bradenton Beach

4.89 out of 5 average rating, 238 reviews

Ohana Beachside 2 BR Bungalow - 150 ft from beach

Aloha and welcome to our Island Home. "Ohana" is Hawaiian for family and that is who you are when you stay with us. Our home is designed for the best beach vacation. There are 2 bedrooms and 1.5 baths. An open kitchen and living space make the home feel comfy and roomy. We have a 3rd floor deck guests utilize to watch the sun sink into the earth over the Gulf of Mexico or enjoy soaking up the sun. You are 150 feet from stepping into the pristine white sands and turquoise waters of the Gulf.

Dec 4 – 11

R3,758 ZAR per night

Guest favorite

Condo in Longboat Key

4.93 out of 5 average rating, 144 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf of Mexico and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Oct 26 – Nov 2

R5,705 ZAR per night

Guest favorite

Condo in Bradenton Beach

5.0 out of 5 average rating, 17 reviews

AMI Perfect Experience

This condo has been designated as a Guest Favorite. This beautiful ground floor condo offers the best experience and perfect vacation getaway in Anna Maria Island for up to 4 guests. Located steps from the beach, this condo has exceptional value with its amenities, including the largest heated pool on the island, tennis courts, pickleball, bocce ball, workout room, beach chairs, umbrella, noodles, and wagon for those looking to stay active. It has everything you need including location!

Dec 9 – 16

R3,022 ZAR per night

Guest favorite

Condo in Bradenton Beach

4.91 out of 5 average rating, 129 reviews

Beachfront condo in paradise

Relax, you made it, you’re at the beach now. No fighting traffic for 90 minutes to get over the drawbridge to Anna Maria Island and driving around looking for a spot to park. You only have to go down 14 stairs from this second floor condo to have your toes in the powder soft sand. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway whether it be an anniversary, birthday, or some overdue R&R. Or bring the kids for a fun stay at the beach.

Sep 9 – 16

R5,653 ZAR per night

Guest favorite

Guesthouse in Bradenton Beach

5.0 out of 5 average rating, 121 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.

Sep 10 – 17

R3,839 ZAR per night

Guest favorite

Home in Holmes Beach

4.89 out of 5 average rating, 9 reviews

Anna Maria Island 2-bed/2 bath (side A of duplex)

Island duplex - Side A only. Our home is great for both beach & AMI lovers who don't mind not having a pool. The unit is a 2 bedroom-2 full bath; and walkable to beach (3 blocks), Holmes Beach city center restaurants, bars and shops (3 blocks) and the free island trolley (1 block). Anna Maria Island is roughly 7 miles long and crazily enough divided into 3 cities: Bradenton Beach, Holmes Beach & Anna Maria; Holmes Beach is central.

Jul 22 – 29

R3,896 ZAR per night

Guest favorite

Condo in Longboat Key

4.8 out of 5 average rating, 212 reviews

SRQ/Longboat Key Beach - kid friendly/romantic B1

Beachfront on beautiful Longboat Key, this condominium, unit 234, offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air.

Aug 21 – 28

R3,533 ZAR per night