Skip to content

Holmes Beach Vacation Rentals on Anna Maria Island

Book Your Holmes Beach on Anna Maria Island Vacation Rentals Directly Online Here and Save!

Browse Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer in Holmes Beach on Anna Maria Island, Florida.

We have partnered with a major provider for Vacation Rentals by Owner, directly through Florida Vacation Rental Homes. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Florida.


Holmes Beach Cottage

Beach Cottage - Holmes Beach Cottage

Coastal Cottage On Holmes Beach With Private Heated Pool!. Coastal cottage located 1 block from fabulous white sands of holmes beach. Stay in comfort in our spacious 3 bedroom 2 bath beach house with heated pool. Inside find all the comforts of home including flat screen tv's in all rooms. Totally remodeled and updated unit with new stainless steel appliances in a fully stocked kitchen. All new beds and be....

3 Bedrooms 2 Baths - Sleeps 6
Holmes Beach, FL

View Rental

Holmes Beach House

Four Beach Lovers 1 - Holmes Beach House

Walk Out Your Front Door And Your Toes Will Meet The Sand Four Beach Lovers 1. VRC16-000516 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas like remotes, light switches and doorknobs, etc... All bedding is professionally laundered and sanitized with fresh clean comforters or duvets. Welcome to the Four Beach Lovers, located in Holmes Beach, this gu....

1 Bedrooms 1 Baths - Sleeps 4
Holmes Beach, FL

View Rental

Holmes Beach Townhome

Beach Townhouses 104 - Holmes Beach Townhome

BTH104 March Opening $4200.00 for the month. VRC20-000191 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas like remotes, light switches and doorknobs, etc... All bedding is professionally laundered and sanitized with fresh clean comforters or duvets. Beach Townhouse Condo, located in Holmes Beach is a spacious two bedroom....

2 Bedrooms 3 Baths - Sleeps 4
Holmes Beach, FL

View Rental

Holmes Beach Cottage

Groovy Gecko 7612.Gulf - Holmes Beach Cottage

Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!!. Welcome to Groovy Gecko Cottage just a few houses down from the Gulf beaches of Anna Maria Island. This cottage is a ground level half duplex with 2 bedrooms, 1 and a half baths and its own private patio with sun and shade surrounded by tropical landscaping where you can enjoy the the heated pool, outdoor shower and Weber grill. You can enjoy a day....

2 Bedrooms 3 Baths - Sleeps 5
Holmes Beach, FL

View Rental

Holmes Beach House

Captain's Quarters Spinnakers - 202 56th 1 - Holmes Beach House

Dog Friendly Lovely Pool Home Just 250 Steps To The Beach!. Welcome to Captains Quarters - Spinnakers Cottage What You'll Love About This Home: Location - 250 Steps to the Beach! 3 Bedroom / 2 Bathroom 1 King, 1 Queen, 2 sets of Bunk Beds (4 beds) Saltwater Pool (shared) BBQ Grill (shared) Complimentary WIFI Washer & Dryer (shared) Beach Wagon, Beach Chairs & Beach Towels Dog Friendly (with fee - see note....

3 Bedrooms 2 Baths - Sleeps 6
Holmes Beach, FL

View Rental

Holmes Beach Condo

The Sea Hag - Holmes Beach Condo

The Sea Hag, short walk to the beach, newly updated cozy escape! WIFI , shuffleboard, boat ramp !. Welcome to The Sea Hag! Beachy , colorful sun worn on the outside... cozy, serene, cool and airy on the inside! This newly renovated condo , is situated 5 minutes from the beach on a protected park providing privacy for your outdoor patio. Free trolley , tennis , shuffleboard, basketball courts , a waterfront boat ramp with picnic tables, beach ....

2 Bedrooms 1 Baths - Sleeps 6
Holmes Beach, FL

View Rental

Holmes Beach Condo

Gulf Sands 201 - Holmes Beach Condo

Gulf Sands 201 2/2 Condo Gulf Front With Large Pool. Gulfsands Condo #201, located at 4200 Gulf Drive in Holmes Beach, is a beautifully furnished two bedroom, two bath condo directly on the beach. It’s in a popular Gulf front complex with a large heated pool, elevator and undercover parking. This complex is located adjacent to the Manatee Public Beach to provide added activities for the children as....

2 Bedrooms 2 Baths - Sleeps 6
Holmes Beach, FL

View Rental

Holmes Beach House

Shore-Nuff - Holmes Beach House

Shore-Nuff In Seaside Gardens With Boat Ramp And Tennis Courts Close By.. Shore-Nuff is located at 403 63rd St in Holmes Beach is a two-bedroom two-bathroom, ground level unit that sleeps 5. Located in the heart of Holmes Beach you have access to the beach within a few blocks. This location is convenient to tennis courts and boat ramp. There are plenty of restaurants and shopping within walking distance. There is a flat ....

2 Bedrooms 2 Baths - Sleeps 5
Holmes Beach, FL

View Rental

Holmes Beach Condo

Fountainhead Condo 4 - Holmes Beach Condo

Fountainhead Condo 4 2/2 Condo Steps To white Sugar Sand Beach, Large Pool. Fountainhead Condo #4, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site. This unit is beautifully furnished and well equipped for your enjoyment. This two bedroom, two bath townhouse will sleep four with ....

2 Bedrooms 2 Baths - Sleeps 4
Holmes Beach, FL

View Rental

Holmes Beach Condo

Gulf Place Unit 8 - Holmes Beach Condo

Gulf Beach Directly in Front w/ Heated Pool FREE WiFi & Trolley Great Sunsets!. Perfectly situated on the Gulf of Mexico in the center of Anna Maria Island, Gulf Place is a small, thoughtfully designed and carefully maintained condo complex that offers guests a beach vacation to remember. All units are nestled around a heated pool, and each features a view of the crystal-blue waters and white sand that have made the Gulf Coas....

3 Bedrooms 2 Baths - Sleeps 6
Holmes Beach, FL

View Rental

Holmes Beach Townhome

Island Serenity - 6250 Holmes #54 - Holmes Beach Townhome

Gorgeous Dog friendly town home just a short walk to our legendary white sand beaches. Welcome to Island Serenity! What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 3 Bedroom/ 2.5 Bathroom 1 King bed, 1 Queen bed, 1 Bunkbed - Twin over Double Fully Equipped Kitchen Heated Community Pool Gas BBQ Grill Professional Linen Service, Washer & Dryer, Complimentary WIFI Beach Chairs & Beach Towels Dog Friendly! (with pet....

3 Bedrooms 3 Baths - Sleeps 6
Holmes Beach, FL

View Rental

Holmes Beach Townhome

Sunrise Serenity - Holmes Beach Townhome

Sunrise Serenity - Spacious 3/2.5 town home with community heated pool. For your relaxing and family fun, Anna Maria Island vacation, check out this spacious beautiful 3 bedroom, 2.5 bath town home. Coastal furnished and surrounded by tropical landscape with 2 balconies and a community pool. Enjoy wonderful sunrises and make memories to last a life time! When you arrive at the North Beach Village complex, you'll find ....

3 Bedrooms 3 Baths - Sleeps 6
Holmes Beach, FL

View Rental

Holmes Beach House

Island Getaway - 205 56th - Holmes Beach House

Tropical Oasis with Pool, Dog Friendly, 1.5 blocks to Beach!. Welcome to Island Getaway! What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 2 Bedroom / 2 Bathroom 1 King, 1 Queen, 1 Full Sofa Sleeper Private Heated Pool & Outdoor Shower Covered Pool Cabana with Patio Furniture Pool Loungers Outdoor Patio Dining Table Gas BBQ Grill Professional Linen Service, Washer & Dryer, Complimentary W....

3 Bedrooms 2 Baths - Sleeps 4
Holmes Beach, FL

View Rental

Holmes Beach House

Coastal Retreat - Pura Vida - Holmes Beach House

Coastal retreat on canal with heated pool. Welcome to beautiful Anna Maria Island and our 3 bedroom/3 bath ranch with many amenities. Relax by the new, heated pool, take a 5 minute walk to the beach to watch the sunset or enjoy the use of our bikes (4) or kayaks(2) to explore the island. ....

3 Bedrooms 3 Baths - Sleeps 8
Holmes Beach, FL

View Rental

Holmes Beach Condo

Vacation Rental - Holmes Beach Condo

Anna Maria by the Bay. Beautifully furnished bayside condo with gorgeous relaxing view. End unit, many windows let the sights in from every angle! Sleeps 4, king beds in both suites. TV’s in both bedrooms with cable and Roku. Fully equipped updated kitchen, bar and dining room. Across the street from pool and hot tub. 6 blocks to the beach; easy walk. Enjoy amazing b....

2 Bedrooms 2 Baths - Sleeps 4
Holmes Beach, FL

View Rental

Holmes Beach Condo

Unit 1 - First Floor Beach Front 3 Bedroom - Holmes Beach Condo

Mainsail Beach Inn 3 Bedroom Beach Facing Unit. Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect for a long vacation on Anna Maria Island. Each suite offers two to three bathrooms, washer and dryer and spectacular views of the Gulf of Mexico from your private deck or balcony. Our vacation rental interiors are professionally an....

3 Bedrooms 3 Baths - Sleeps 8
Holmes Beach, FL

View Rental

Holmes Beach House

Coconut Hideaway 107.77th - Holmes Beach House

Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches. Welcome to Coconut Hideaway located just one house away from the Gulf beaches of Anna Maria Island. This beach house has a private patio surrounded by tropical landscaping where you can enjoy the pool, outdoor shower and Weber grill. In the garage, you will find a beach wagon, chairs and umbrella for your days on the beach. As you enter the home, y....

4 Bedrooms 5 Baths - Sleeps 8
Holmes Beach, FL

View Rental

Holmes Beach House

Key Royale 506 - Holmes Beach House

Our Little Secret - Canal Front Pool Home - Close to the Beaches. Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you’ll be sitting within walking distance. Nothing between you and the salty , azure waters but one sunscreen application and a pair of flips flops (You can see the beach access of 66th St from in front of the vacation home). You w....

3 Bedrooms 3 Baths - Sleeps 6
Holmes Beach, FL

View Rental

Holmes Beach Condo

Seacrest II Condos 3 - Holmes Beach Condo

Seacrest Condo 3 2/2 Pool Condo Near Sugar Sand Beach. Seacrest II Condo, Unit #3 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Seacrest offers a heated pool, and every amenity to make your stay here a comfortable one. After a day at the beach, you c....

2 Bedrooms 2 Baths - Sleeps 6
Holmes Beach, FL

View Rental

Holmes Beach House

Beach House II 2nd level - Holmes Beach House

Beautiful 2 bedroom 2nd level across the Beach. We highly recommend TRIP INSURANCE Updated 2 bedroom 2 bathroom , with new kitchen and all furniture. Perfect for 2 couples or a small family. Both couches open to a bed giving you extra sleeping area. TV in all rooms, towels, beach towels, linens, etc. Garage comes with a ping pong table, beach chairs,umbrella and wagon. you have 2 decks, one in t....

2 Bedrooms 2 Baths - Sleeps 4
Holmes Beach, FL

View Rental

Holmes Beach House

Salty Sands - 4005 4th Ave - Holmes Beach House

4 Bedroom Private Pool Home with Elevator - Central to everything on AMI!. Welcome to Salty Sands! What You'll Love About This Home: Location! 1 Block to the Beach! 4 Bedrooms / 4 Bathrooms 2 Kings, 2 Queens, 1 Set of Bunkbeds Private Heated Pool Elevator (see deposit info below) Fully Equipped Kitchen Screened Roof Top Balcony with Sofa & 3 Gliders Gas BBQ Grill Professional Linen Service, Washer & Dryer & Compliment....

4 Bedrooms 4 Baths - Sleeps 8
Holmes Beach, FL

View Rental

Holmes Beach House

Los Arcos de Canasi - Holmes Beach House

BEACHVIEW pool home 3/ 2.5 sleeps 6. Newer large beachview home with 3 bedrooms and 2.5 baths, accommodates 6 guests maxium. New furnishings and decor. Just steps to sandy beach. Private heated, outdoor saltwater pool. Large covered lanai. Two car garage. Trolley stops directly in front of home, a vehicle is not needed to travel island with use of free trolley services. Walking dis....

3 Bedrooms 4 Baths - Sleeps 6
Holmes Beach, FL

View Rental

Holmes Beach House

Sunset Inn Holmes Beach House - Holmes Beach House

Sunset Inn Holmes Beach House. Fabulous beach house a block and a half from the beach. No stairs with it's own washer and dryer make it a great get away for everyone in the family. Beach carts, chairs and umbrellas for guest use are provided. Relax by the shared pool, head to the beach, or chill with the comforts of home. Shopping, grocery and restaurants are within walking dis....

3 Bedrooms 2 Baths - Sleeps 10
Holmes Beach, FL

View Rental

Holmes Beach House

Coral Breeze (A) - Holmes Beach House

Coral Breeze (A) Perfect 2 bedroom/2 bathroom with private pool! Pet friendly. Coral Breeze (Units A and B) is your brand new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everything you need for your island vacation. The master bedroom features a king sized bed with an en-suite bathroom with walk out access to your tropical tiki patio and private heated pool. 2nd bedroom features 2 twin size beds, and....

2 Bedrooms 2 Baths - Sleeps 4
Holmes Beach, FL

View Rental

Scroll To Top