Beachfront vacation rentals in Holmes Beach

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Top-rated beachfront rentals in Holmes Beach

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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.

Oct 1 – 8

G$54,452 GYD 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!

Nov 24 – Dec 1

G$60,315 GYD 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.

Apr 26 – May 3

G$80,699 GYD per night

Guest favorite

Cottage in Bradenton

4.94 out of 5 average rating, 301 reviews

Historic Private King Bed Suite-Near Beach-D’Town.

Your relaxing vacation is here! Private Cottage with a huge deck. Wonderfully furnished with plush linens, beach towels/chairs. A great nights sleep with a king-size bed and pull-out couch which serves as 2nd bed. Private kitchen and bath. TV and fast WIFI. We are located in a historic and quiet neighborhood in DT Bradenton. There are 3 villas on our large corner property. Off street parking. Quiet times are between 10PM until 7:30AM. Please respect others. Walk to many great restaurants!

Jul 13 – 20

G$26,755 GYD per night

Guest favorite

Cottage in Bradenton Beach

4.96 out of 5 average rating, 141 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.

Jan 5 – 12

G$66,025 GYD 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.

Sep 29 – Oct 6

G$64,299 GYD 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!

Nov 15 – 22

G$34,055 GYD 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.

Mar 8 – 15

G$111,220 GYD per night

Guest favorite

Vacation home in Holmes Beach

4.94 out of 5 average rating, 33 reviews

AMI Ohana Beach Resort C with fabulous salt pool!

The location is perfectly situated in the middle of the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.

Oct 20 – 27

G$67,570 GYD per night

Guest favorite

Condo in Holmes Beach

4.96 out of 5 average rating, 116 reviews

Beautiful beachfront condo for perfect vacation

Beautiful, cozy, elegantly furnished, spacious (1350 sqf with a large terrace), beachfront, 2 bedroom - 2 bathroom condominium, in the best managed, boutique-style gulf front residential complex on Anna Maria Island in Florida for an ideal vacation. Heated pool and hot tub, 2 tennis courts, 2 elevators, top floor unit, high speed internet, washer/dryer in unit, beach chairs, close to supermarket (Publix) and restaurants, free island trolley, rich cultural life.

Jul 20 – 27

G$53,491 GYD per night

Superhost

Condo in Holmes Beach

4.93 out of 5 average rating, 55 reviews

Coconuts Resort Direct Beachfront Bungalow!

Welcome to Coconuts Beachside! This amazing condo is located within the iconic Coconuts Beach Resort located directly on beautiful Holmes Beach. *Features include* 1 bedroom/1 bath bungalow2 queen-size bedsGorgeous gulf view right from your living roomPrivate screened lanai Indoor and outdoor dining for 4Heated, shared poolLinen service and beach towels providedGas and charcoal grills availableFree on site parkingDirectly on the beach!

Nov 8 – 15

G$74,847 GYD 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

G$43,500 GYD per night