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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Holmes Beach, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.
Fountain Head
Stunning 2BR/2BA Condo w/ 3 Lanais Each Providing Scenic Views of the Gulf
Fountainhead Condo #3, 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. Due to some long awaited tree re ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL
Sandcastle
Sandcastle - Spacious home with amazing private pool - only minutes to beach!
You will love this home on Anna Maria Island. The Island is like the sleepy beach villages of long ago: no rides, no boardwalk, just a leisurely place to relax and enjoy the water, the beach, the pool and rejuvenate. This spacious 1600+ sq ft 3 story ....
2 Bedroom(s)
2 Bath(s) Townhome
Holmes Beach, FL
Vacation Home
Anna Maria Island Beachfront Condo w/ Ocean Views
Your ultimate Florida getaway starts right here at this ideally located 2-bedroom, 2-bathroom vacation rental condo situated right on the beach. Boasting 1,500 square feet and accommodations for up to 6, this open concept condo offers direct access t ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL
Beach Front 3 Bedroom
Mainsail Beach Inn 3 Bedroom Beach Front 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 Gu ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
Sunset Inn Holmes Beach Unit 2
Sunset Inn Holmes Beach Unit 2
The Sunset Inn is conveniently located on Gulf Drive only a block and a half from the white sands of Holmes Beach. Short walk to shopping and restaurants. Free trolley stop across the street will take you anywhere on the island. Relax by the pool ....
1 Bedroom(s)
1 Bath(s) Apartment
Holmes Beach, FL
Alamanda Villas 5
Alamanda Villas 5 Beach Side Condo With Heated Pool
VRC16-000514Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beach side complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches ....
1 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL
Beach n It
Beach n It: Beautifully Remodeled Family-Friendly Private Pool Home Just A Short Walk To The Beach!
BEACH N IT Welcome To Beach N It! Just a 5 minute walk from the legendary white sands and turquoise waters of the Gulf of Mexico, this beautiful single story Anna Maria Island home with a private pool awaits you! Gorgeously decorated in tranquil s ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
SHADY PINES
GULF FRONT HOUSE with Tiki HUT... Out the back door and you are on the beach.
THE BEST OF BOTH WORLDS ...SUN AND SHADE. BEST LOT ON THE ISLAND ACCORDING TO OUR GUESTS. SHADY PINES is a very comfortable tastefully decorated 2BR, 1.5 bath beach house right on the beautiful Gulf of Mexico. Our guests tell us it feels like ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Holmes Beach, FL
Beach House II
Perfect view of Beach from deck, no need to rent car, Walk to all , free WIFI
Steps to the BEACH family vacation, near shops, restaurants, banks, trolly, beach with life Guards. Front decks views of the gulf of Mexico and back decks over Looking picnic and bbq area. walking distance to super markets and tons of restaurants ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Holmes Beach, FL
Sand Dollar
4BR and 3.5BA with Den, Pool and Jacuzzi, 2 Min Walk to Beach and More
The Sand Dollar, located at 143 50th Street in Holmes Beach is a beautiful, newly constructed four bedrooms, three and one half bath home with a large heated pool surrounded by native landscaping. Itâ??s located on a quiet residential street west of ....
4 Bedroom(s)
3 Bath(s) Vacation Rental
Holmes Beach, FL
Valhalla Downstairs
2BR 1BA Downstairs Unit, Gulf Front, Close to Restaurants/Shopping, WIFI and Mor
The Valhalla downstairs unit, located at 3216 Gulf Drive in Holmes is a wonderful two bedroom, one bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping and restaurant ....
2 Bedroom(s)
1 Bath(s) Resort Hotel
Holmes Beach, FL
Sirena Del Mar
Sirena Del Mar - In Holmes Beach (Ilexhurst)
Property Location With a stay at this vacation home in Holmes Beach (Ilexhurst), you'll be a 1-minute drive from Manatee Public Beach and 5 minutes from Coquina Beach. This golf vacation home is 9.3 mi (15 km) from IMG Academy and 9.8 mi (15.7 km) ....
4 Bedroom(s)
0 Bath(s) Vacation Rental
Holmes Beach, FL
Vacation Home
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 six, king beds in both suites. TV’s in both bedrooms with cable and Roku. Fully equipped updated kitchen, bar and d ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
Holmes Beach, FL
Waters Edge
Cozy Condo at Beachfront Waters Edge Complex w/ Heated Pool & Covered Parking
Waters Edge Condo 102N is a well maintained two bedroom, two bath unit, located at 5808 Gulf Drive in Holmes Beach in a beach front complex. This much sought after complex features an elevator, large heated pool at gulf side, tennis court and a beach ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL
Isle Haven A
Isle Haven A - steps to the beach and many other conveniences - pet friendly!
Isle Haven A is the perfect home for you to make memories that will last a life time! It is the perfect beach getaway to relax and enjoy the classic Florida charm of Anna Maria Island. No street crossing to get to the beach!! This newly renovated 3 b ....
3 Bedroom(s)
3 Bath(s) Vacation Rental
Holmes Beach, FL
Lemon Tree by the beach
Lemon Tree - just steps away from the beach - small pets welcome!
Lemon Tree is a classic Florida duplex in its original charm. This spacious one bedroom, one bath has a cute backyard for grilling and relaxing with a dining/seating area. The home is only a few steps away from the world class beaches of Anna Maria I ....
1 Bedroom(s)
1 Bath(s) Vacation Rental
Holmes Beach, FL
Ocean Devotion
SUNBOW BAY!!! New Property available for Season 2019
Conveniently located in Holmes Beach, this air-conditioned 2 bed/2 bath condo features a balcony, private parking on site, an elevator and is beautifully furnished with all the comforts of home. There is a seating area and a kitchen complete with an ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
Holmes Beach, FL
Alamanda Villas 4
Alamanda Villas 4 - Near Manatee Public Beach
Property Location When you stay at this condo in Holmes Beach, you'll be next to a golf course, just steps from Tampa Bay and Manatee Public Beach. This golf condo is 10.8 mi (17.4 km) from IMG Academy and 3 mi (4.9 km) from Coquina Beach. Rooms ....
2 Bedroom(s)
0 Bath(s) Condo
Holmes Beach, FL
Gone Coastal Too
Fall Vacation Sale!!! Prices Reduced! Gone Coastal Too: Beautiful Family & Pet-Friendly Private Home with a Heated Salt Water Pool!
GONE COASTAL TOO Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area! It also has an outside shower for showering off after your trips to the beach. Insi ....
2 Bedroom(s)
2 Bath(s) Villa
Holmes Beach, FL
Sunset Beach 102
Sunset Beach: Beautifully Furnished Condo With Gorgeous Views Of the Gulf Of Mexico!
SUNSET BEACH 102 Kick off your shoes, sit back, relax, and enjoy a view of the sparkling waters of the Gulf of Mexico and the white sand beaches of Anna Maria Island from the balcony of this two-bedroom, two-bath condo. This lovely, beachfront cond ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL
SEASIDE BEACH HOUSE
102-68th Street, Holmes Beach, Fl. (Unit #203)
Direct Gulf front w/pool. One bedroom w/king bed, one twin sleeper,1.5 bathrooms, turnkey,large open plan, 950+ sq. ft. Living room w/46' HD TV, Bedroom w/32' HD TV, dining room, fully equipped kitchen including microwave, toaster, toaster oven, new ....
1 Bedroom(s)
2 Bath(s) Condo - Sleeps 3
Holmes Beach, FL
Palm Cay
Fun-Oriented 2BR/1BA w/ Heated Pool, Easy Beach Access, and Free Wifi!
Palm Cay Condominium #1 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for easy beach access. The complex offers a heated pool and an on site coin operated laundry room for your convenience. Itâ??s a short stroll to sho ....
2 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL
Sportsman Harbor
Sportsman Harbor Duplex Comfortable Relaxing 2BR Ground Floor
The Sportsman Harbor Duplex, side A is a very comfortably furnished and spacious ground level apartment located at 233 South Harbor Dr. in the preferred, quiet area of Holmes Beach. This property is nestled in the quiet neighborhood of Sportsman's Ha ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
Cabana - 104 29th St Unit 2
LOCATION .... LOCATION!!! I may be biased, but ... pretty much perfect!!
"Cabana" is located just one property from the beach and has direct beach access down a tropical sandy path just a few steps away from your front door. This location is not only convenient to the beach but also to the grocery store and many shops, ....
1 Bedroom(s)
1 Bath(s) Villa - Sleeps 2
Holmes Beach, FL
Sunset Inn 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 ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
Vacation Home
Holmes Beach Family Home w/Private Pool & 3 Decks!
Explore Florida’s beautiful Anna Maria Island from ‘Salty Dogs Beach House,’ a 3-bedroom, 2.5-bathroom, single family Holmes Beach vacation rental house. With accommodations for 6, a gourmet kitchen, private backyard oasis and 2 decks overlooki ....
3 Bedroom(s)
3 Bath(s) Vacation Rental
Holmes Beach, FL
Bman Beach Cottage
2BR 2BA Overlooking Pool, WIFI, Close to Beaches and Trolly Pet Friendly
The Bman Beach Cottage located at 2812 Avenue B in Holmes Beach is a cute 2 bedroom 2 bath private home. This ground level home has two screened lanais one overlooking the pool and Jacuzzi. The kitchen has been newly updated as well as one of the bat ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
Castnetter Beach Resort 5
(2) Bedroom (2) Bath with Private 10' x 30' Sun Deck
Anna Maria Island's "Castnetter 5" is a delightful Island local located directly across the street from the seven acre "Manatee Public Beach" and the Gulf of Mexico. This beautiful and totally renovated two bedroom unit with (2) Full Baths, sleeps si ....
3 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
Holmes Beach, FL
Lakeside Beach House
3BR 2BA with PRIVATE Pool, Large Open Deck, Close to Library and Restaurants
The Lakeside Beach House is a wonderful newly renovated three bedroom, two bath home with a private and brand new heated pool. Located at 6935 Holmes Blvd. in Holmes Beach, this lovely property is convenient to the beach and in a very quiet, Holmes B ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL
Key Royale 506
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 pai ....
3 Bedroom(s)
3 Bath(s) Vacation Rental
Holmes Beach, FL
Find Affordable Holmes Beach Hotels & Vacation Rentals by Owner
Plan your Holmes Beach Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Holmes Beach, Florida. Our Vacation Rentals by Owner, including Pet Friendly Rentals, let you get the most from your vacation in Anna Maria Island.