Rentals in Holmes Beach, FL
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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.

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

MI Happy Place
MI Happy Place Condo Across from Manatee Public Beach w/ Complex Heated Pool
The MI Happy Place Island Resort (formerly Garden Villas) is excited to be under new ownership and management, with new amenities and improvements to make a beautiful, convenient, and relaxing location even better! When renting MI Happy Place Island ....
2 Bedroom(s)
1 Bath(s) Resort Hotel
Holmes Beach, FL

Island Serenity
Island Serenity- Beautiful dog friendly home just a short walk from legendary white sand beaches!
ISLAND SERENITY Relax in lush tropical island style in this Anna Maria Island condo! Island Serenity is beautifully decorated, and well equipped ffeaturing a shared pool, lush island views, and dog-friendly accommodations just a short walk from leg ....
3 Bedroom(s)
3 Bath(s) Townhome
Holmes Beach, FL

Sun Plaza West 101
Sun Plaza West 101: Fantastic Condo In Beach Front Community With Tennis Courts and Pool!
SUN PLAZA WEST 101 Welcome to Sun Plaza West! Located in an ocean front resort style condo community in Holmes Beach, with tennis courts, a heated community pool, and private beach access! Sun Plaza West 101 is the ideal Anna Maria Island get-away ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL

Buena Vista/Schoene Aussicht
Our Waterfront Home Is All Ready Just For You!
This is the Florida view you have been dreaming of... Single family home situated at the end of a natural canal with a view over the water. Sit outside, fish off our dock, take out the kayaks, or just walk steps across the street to the beach! If yo ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
Holmes Beach, FL

The Anna Maria Island Beach Paradise 5
The Anna Maria Island Beach Paradise 5
Property Location When you stay at this condo in Holmes Beach, you'll be near the beach, a 3-minute drive from Manatee Public Beach and 10 minutes from Coquina Beach. This condo is 10.5 mi (16.9 km) from IMG Academy and 9.7 mi (15.6 km) from Riverw ....
3 Bedroom(s)
0 Bath(s) Condo
Holmes Beach, FL

3607 East Bay Dr. Unit 107 Holmes Beach
Walk to the beach, restaurants, & shopping from this recently remodeled condo, w/o the high prices!
Looking for an island getaway without all the hassle? Weâ??ve pretty much thought of everything, so you donâ??t have to. Whether youâ??re looking to relax or party it up â?? you found the right place. Located on Anna Maria island, best known for ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL

Seacrest II Condos 2
Seacrest Condo 2 2/2 Pool Condo Near Sugar Sand Beach
Seacrest II Condo, Unit #2 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 heat ....
2 Bedroom(s)
2 Bath(s) Condo
Holmes Beach, FL

Adam's Eden
Adams Eden 3 Bedroom Private Home
Adam's Eden is less than two blocks to one of the island's best beaches. It’s located right in the middle of paradise at 2917 Gulf Drive in Holmes Beach. This private home is surrounded with lush tropical plantings and trees. It has three bedrooms ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL

Sweet Home Anna Maria
5 minute walk to the beach/great location/heated pool/free WiFi/elevator/parking
This 4 bedroom 4 full bath home has everything you need for an amazing family vacation! There is an elevator on the main level so anyone that doesn't like stairs can still move through the entire home with ease. Your own private heated pool will al ....
4 Bedroom(s)
4 Bath(s) Vacation Rental - Sleeps 8
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

Sea-Esta
Sea Esta 3/2 Duplex Private Pool Close To Tennis Boat Ramp Dining
Sea-Esta located at 409 63rd St in Holmes Beach is a three bedroom two bathroom, ground level unit with a pool that sleeps six. Located in the heart of Holmes Beach you have access to the beach within a few blocks. This location is convenient to tenn ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL

Franks Beach House
Franks Beach House - Near Manatee Public Beach
Property Location When you stay at this vacation home in Holmes Beach, you'll be next to a golf course, within a 10-minute walk of Tampa Bay and Manatee Public Beach. This golf vacation home is 9.6 mi (15.4 km) from IMG Academy and 2.6 mi (4.1 km) ....
4 Bedroom(s)
0 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

Coral Cabana
50 feet from Gulf Coast Beach! Heated Pool, Beach Views
Welcome to Coral Cabana located just steps away from the Gulf beaches of Anna Maria Island. Coral Cabana is a 3 bedroom half duplex with a private patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower, Weber gr ....
3 Bedroom(s)
5 Bath(s) Cottage - Sleeps 6
Holmes Beach, FL

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

TURTLE TURF 519
TURTLE TURF BEAUTIFUL 3 BEDROOM 3 BATH PRIVATE PET FRIENDLY POOL HOUSE
BEAUTIFUL 3 BEDROOM PET FRIENDLY CANAL HOME W/Boat Dock& Lift offers a SPACIOUS 3 bedroom, 3 bath with a heated pool. King in the master, queen in the guest room and two Bunk beds in the third room. Enjoy life in the heart of Anna Maria. Enclose ....
3 Bedroom(s)
3 Bath(s) Vacation Rental
Holmes Beach, FL

Island House - Longboard
Beach Cottage Vacation Rental on Anna Maria Island walking distance to beach
Come and enjoy the beach life at this three bedroom beach cottage just 150 meters from the sandy shores of Holmes Beach. As you step through the front door you are greeted by the large open living area furnished with plenty of lounge seating and a 55 ....
4 Bedroom(s)
1 Bath(s) Condo
Holmes Beach, FL

Adam's Eden
Adam's Eden - Home
Adam's Eden is less than two blocks to one of the island's best beaches. Itâ??s located right in the middle of paradise at 2917 Gulf Drive in Holmes Beach. This private home is surrounded with lush tropical plantings and trees. It has three bedrooms ....
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

Cove at Sandy Pointe
Beautiful 2BR/2BA Near the Beach w/ Large Heated Pool and Screened Lanai
The Cove at Sandy Pointe 111, located at 3601 East Bay Drive in Holmes Beach is a three bedroom, three bath bay front townhouse style unit. Located directly on the bay in a quiet location, this unit overlooks a natural mangrove preserve. The complex ....
2 Bedroom(s)
2 Bath(s) Condo
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

Bay Palms
Bay Palms Private Home with Brand New Pool
Bay Palms is a lovely three bedroom, two bath pool home located in a quiet, residential northern Holmes Beach location at 409 Bay Palms Drive. This spacious home features a large screened in lanai, fenced yard and updated kitchen. A full size laundry ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Holmes Beach, FL

Alamanda Villas
Wonderful Island Getaway w/ Private Patio just moments away of White Sandy Beach
Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emera ....
1 Bedroom(s)
1 Bath(s) Condo
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

Standard 2 Bedroom
Mainsail Beach Inn 2 Bedroom
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2.5 bathroom residences are attractively decorated, with white walls, cool pastels, local artwork, polished pine floors and comfortabl ....
2 Bedroom(s)
3 Bath(s) Vacation Rental
Holmes Beach, FL

Beach Townhouses 104
Beach Townhouse 104 Close To Beach With Pool
Beach Townhouse Condo, located at 4001 Gulf Drive in Holmes Beach is a spacious two bedroom, two and one half bath town home condo with heated pool and gulf view. There are open lanais off both the living room and the master bedroom overlooking the l ....
2 Bedroom(s)
3 Bath(s) Townhome
Holmes Beach, FL

Palm Cay 5
Palm Cay 5 - Near Manatee Public Beach
Property Location With a stay at this condo in Holmes Beach (Ilexhurst), you'll be a 1-minute drive from Manatee Public Beach and 5 minutes from Coquina Beach. This golf condo is 9.3 mi (15 km) from IMG Academy and 9.8 mi (15.7 km) from Riverwalk. ....
4 Bedroom(s)
0 Bath(s) Condo
Holmes Beach, FL

Garcia Home
Garcia Home - Near Manatee Public Beach
Property Location When you stay at this vacation home in Holmes Beach, you'll be next to a golf course, within a 10-minute walk of Tampa Bay and Manatee Public Beach. This golf vacation home is 9.6 mi (15.4 km) from IMG Academy and 2.6 mi (4.2 km) ....
3 Bedroom(s)
0 Bath(s) Vacation Rental
Holmes Beach, FL

Unit 1 - First Floor 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)
3 Bath(s) Condo
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.