Holmes Beach, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Holmes Beach, Florida on RentalSaver.com!

Holmes Beach Rentals

From $130 per night (USD)
HomeAway
Fig Leaf: 2 Bed/2 Bath Villa w/Private Heated Pool. Close to Trolley and Beach!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)
HomeAway
From $165 per night (USD)
VRBO
Carefree Cottage: Ground Level, Modern Cottage, Heated Pool,1 Block to the Gulf!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $165 per night (USD)
VRBO
From $265 per night (USD)
HomeAway
Sunny Disposition: Private Heated Pool, Video/Board Games, 1 Block to the Gulf!
Bedrooms:
5.5
Bathrooms:
5
Sleeps:
10
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $265 per night (USD)
HomeAway
From $190 per night (USD)
VRBO
Bay Será: Immaculate Ground Level Home w/ Heated Pool & Hot Tub, Close to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $190 per night (USD)
VRBO
From $160 per night (USD)
HomeAway
Ainsley Beach House: Awesome Villa, Private Heated Pool, Tiki Table, Waterfall!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)
HomeAway
From $220 per night (USD)
VRBO
Beach Bound: Awesome Ground Level Beach House,Heated Pool,Hot Tub, Close 2 Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $220 per night (USD)
VRBO
From $130 per night (USD)
HomeAway
Ahoy Matey: Adorable Villa with PRIVATE Heated Pool, Very Short Block to Beach!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)
HomeAway
From $265 per night (USD)
VRBO
Turtle Cove:Awesome,Huge,Heated Pool & Hot Tub,Views of Gulf,4 Houses to Beach
Bedrooms:
6.5
Bathrooms:
5
Sleeps:
10
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $265 per night (USD)
VRBO
From $265 per night (USD)
HomeAway
FishStix: Awesome & Huge, Heated Pool, Hot Tub, Views of Gulf, 3 Houses to Beach
Bedrooms:
6.5
Bathrooms:
5
Sleeps:
10
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $265 per night (USD)
HomeAway
From $160 per night (USD)
VRBO
Bayshores: Heated Pool, Hot Tub, Dock, WATERFRONT w/Gorgeous Views of Tampa Bay!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)
VRBO
From $425 per night (USD)
HomeAway
Lazy Loggerhead: Heated Pool, Hot Tub, Luxury Gulf-front w/Private Beach Access!
Bedrooms:
4.5
Bathrooms:
4
Sleeps:
8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $425 per night (USD)
HomeAway
From $160 per night (USD)
VRBO
Tiki Cottage: Awesome Villa with Tropical Tiki Bar, Heated Pool, Private Setting
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)
VRBO
From $186 per night (USD)
HomeAway
Sangria Sunset - Beach House Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sangria Sunset 225 S Harbor Drive Holmes Beach, FL 34217 Welcome ...
From $186 per night (USD)
HomeAway
From $214 per night (USD)
VRBO
Minnie Cottage - Beach House Real Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
AT A GLANCE <li type="circle">Beautiful 3-bedroom 3 bath homes</li> <li type="circle">West of Gulf Dr ...
From $214 per night (USD)
VRBO
From $75 per night (USD)
HomeAway
White Palm - Beach House Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
At a Glance <li type="circle">Newly redecorated condo located on the northeastern Bayfront of Anna Ma ...
From $75 per night (USD)
HomeAway
From $165 per night (USD)
VRBO
Newly renovated beachfront beauty.
Bedrooms:
2.5
Bathrooms:
1
Sleeps:
4
Come soak in the picturesque gulf views of Anna Maria Island at this newly renovated, contemporary beach condo! This 1 b ...
From $165 per night (USD)
VRBO
From $157 per night (USD)
HomeAway
Isle Be Back - Beach House Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your search has ended for the perfect beach getaway! This 3 bedroom, 2 bath on Holmes Beach is set in a quiet neighborho ...
From $157 per night (USD)
HomeAway
From $165 per night (USD)
VRBO
Completely renovated beachfront condo.
Bedrooms:
2.5
Bathrooms:
1
Sleeps:
4
Island Time 104 at Seaside Beach House is a condominium that has long been a favorite to visitors of Holmes Beach and An ...
From $165 per night (USD)
VRBO
From $129 per night (USD)
HomeAway
Casa Riva - Beach House Real Estate
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
Casa Riva is centrally located in Holmes Beach near the beautiful beaches of Anna Maria Island. The sand will brush away ...
From $129 per night (USD)
HomeAway
From $400 per night (USD)
VRBO
Poseidon's Palace:Amazing w/Heated Pool, HotTub, RoofTop Deck, Block to Beach
Bedrooms:
7.5
Bathrooms:
8
Sleeps:
16
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $400 per night (USD)
VRBO
From $409 per night (USD)
HomeAway
Mainsail Beach Inn 3 Bedroom Beach Front Unit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $409 per night (USD)
HomeAway
From $107 per night (USD)
VRBO
BEACH TOWNHOUSE - 105
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
BEACHY 105- Updated and Spacious 2 bedroom 2.5 Bath Townhouse, full kithcen and en-suite laundry. King in the master w ...
From $107 per night (USD)
VRBO
From $200 per night (USD)
HomeAway
Palm Villa - a 3 bedroom, 3 bath home with heated pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Palm Villa is a New England style cottage and Florida Keys getaway all rolled into one. The vaulted main room ceiling gi ...
From $200 per night (USD)
HomeAway
From $92 per night (USD)
VRBO
Holmes Beach on Anna Maria Island Vacation Rental Cottage Steps to the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Relax to the sound of waves crashing with views of the ocean from almost every window in this cozy cottage. This second ...
From $92 per night (USD)
VRBO
From $309 per night (USD)
HomeAway
Mainsail Beach Inn 2 Bedroom
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2.5 ...
From $309 per night (USD)
HomeAway
From $95 per night (USD)
VRBO
Newly Renovated, Sleeps 6, Walk to Beach, Stores, & Restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come anCome and stay at this newly renovated vacation home; one of two units available at this superb duplex located jus ...
From $95 per night (USD)
VRBO
From $138 per night (USD)
HomeAway
Marbella - GULF FRONT CONDO WITH BEAUTIFUL VIEW - Sleeps 4!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Marbella! This gorgeous vacation villa is located on the top floor of a beach front condo complex. Enjoy the ...
From $138 per night (USD)
HomeAway
From $385 per night (USD)
VRBO
Perfect view of Beach from deck, no need to rent car, Walk to all , free WIFI
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We highly recommend TRIP INSURANCE Steps to the BEACH family vacation, near shops, restaurants, banks, trolly, beach wi ...
From $385 per night (USD)
VRBO
From $164 per night (USD)
HomeAway
Anna Maria Island Beachfront Condo w/ Ocean Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your ultimate Florida getaway starts right here at this ideally located 2-bedroom, 2-bathroom vacation rental condo situ ...
From $164 per night (USD)
HomeAway
From $151 per night (USD)
VRBO
PETS STAY FREE, 1.5 Blocks fr:Beach, HEATED POOL,
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lower Duplex Home located steps from the Gulf of Mexico, this Beach Bungalow is perfect for couples and families alike. ...
From $151 per night (USD)
VRBO
From $114 per night (USD)
HomeAway
Walk to the beach, from this remodeled condo! Pool, WIFI, restaurants, shopping , free trolley !
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for an island getaway without all the hassle? We’ve pretty much thought of everything, so you don’t have to.We h ...
From $114 per night (USD)
HomeAway
From $119 per night (USD)
VRBO
Cute Cottage with 2 Master Suites and Expansive Pool Two Blocks from Beautiful Anna Maria Beaches!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Welcome to Lemon Cottage located just 2 blocks from the Gulf beaches of Anna Maria Island. Lemon Cottage is a ground lev ...
From $119 per night (USD)
VRBO
From $163 per night (USD)
HomeAway
Sandcastle - Spacious home with amazing private pool - only minutes to beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You will love this home on Anna Maria Island. The Island is like the sleepy beach villages of long ago: no rides, no boa ...
From $163 per night (USD)
HomeAway
From $110 per night (USD)
VRBO
(2) Bedroom (2) Bath with Private 10' x 30' Sun Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Anna Maria Island's "Castnetter 5" is a delightful Island local located directly across the street from the seven acre " ...
From $110 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
PETS STAY FREE, 1.5 Blocks fr:Beach, HEATED POOL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Upper Duplex Home located steps from the Gulf of Mexico, this Beach Bungalow with Pool is perfect for couples and famili ...
From $150 per night (USD)
HomeAway
From $269 per night (USD)
VRBO
Gulf Sands 103, 2B/2B Beachfront condo on Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just remodeled in October 2019. Beautiful turquoise Gulf of Mexico waters, 7 miles of white sand beach, your own private ...
From $269 per night (USD)
VRBO
From $369 per night (USD)
HomeAway
Mainsail Beach Inn 2 Bedroom Beach Facing Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $369 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
** UNDER COMPLETE RENOVATION ** I WAS BEAUTIFUL BEFORE...JUST WAIT!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy life in the heart of Anna Maria Island in this beautiful canal front home w/boat dock and pool. Existing floor pla ...
From $150 per night (USD)
VRBO
From $95 per night (USD)
HomeAway
Beach View of Manatee #1: 2 BR/ 2 BA Condo on Holmes Beach by RVA, Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for that tropical island getaway? Look no further than Beach View of Manatee #1 by RVA. This lovely, light and b ...
From $95 per night (USD)
HomeAway
From $120 per night (USD)
VRBO
A lovely 2 bed and 2 bath property just moments from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Idyllic Holiday Properties is a small friendly holiday company offering an honest and efficient service for our privatel ...
From $120 per night (USD)
VRBO
From $409 per night (USD)
HomeAway
Mainsail Beach Inn 3 Bedroom Beach Front unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $409 per night (USD)
HomeAway
From $369 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom Beach Front Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $369 per night (USD)
VRBO
From $184 per night (USD)
HomeAway
Anna Maria Island Waterfront house with private boat dock, walk to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stunning single level 3 bedroom/2 bath home with luxury finishes at every glance. Brand new to the market and recently r ...
From $184 per night (USD)
HomeAway
From $243 per night (USD)
VRBO
Waterfront Paradise In The Exclusive Neighborhood Of Key Royale
Bedrooms:
4.5
Bathrooms:
4
Sleeps:
8
IMPORTANT: If calendar shows dates being available, but no quote is generated, please send us a message by selecting the ...
From $243 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
Sunrise Serenity - Spacious 3/2.5 town home with community heated pool
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
For your relaxing and family fun, Anna Maria Island vacation, check out this spacious beautiful 3 bedroom, 2.5 bath town ...
From $150 per night (USD)
HomeAway
From $409 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Beach Facing Unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $409 per night (USD)
VRBO
From $298 per night (USD)
HomeAway
Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Coconut Hideaway located just one house away from the Gulf beaches of Anna Maria Island. This beach house has ...
From $298 per night (USD)
HomeAway
From $160 per night (USD)
VRBO
Our Little Secret - Canal Front Pool Home - Close to the Beaches
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you ...
From $160 per night (USD)
VRBO
From $184 per night (USD)
HomeAway
Beautiful 2 bedroom 2nd level across the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We highly recommend TRIP INSURANCE Updated 2 bedroom 2 bathroom , with new kitchen and all furniture. Perfect for 2 coup ...
From $184 per night (USD)
HomeAway
From $161 per night (USD)
VRBO
Coral Breeze (A) Perfect 2 bedroom/2 bathroom with private pool! Pet friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Coral Breeze (Units A and B) is your brand new paradise. Each 2 bedroom 2 bath side of this adorable duplex features eve ...
From $161 per night (USD)
VRBO
From $189 per night (USD)
HomeAway
Sunbreeze - charming 3/2.5 home, great pool, steps to the beach!
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
This stunning tropical oasis Sunbreeze features hardwood and tile floors throughout the home, front and back decks to un ...
From $189 per night (USD)
HomeAway
From $103 per night (USD)
VRBO
Beach Dream A - Beach life at its best
Bedrooms:
2.5
Bathrooms:
2
Sleeps:
4
Beach Dream A is a cozy classic Florida style downstairs unit of a duplex just a few houses away from the sandy beaches ...
From $103 per night (USD)
VRBO
From $300 per night (USD)
HomeAway
Luxury Four Bedroom Home with Easy Access to Beach. Pool and private Patio.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Aqua Oasis located just one house away from the Gulf beaches of Anna Maria Island. This beach house has a pri ...
From $300 per night (USD)
HomeAway
From $135 per night (USD)
VRBO
Comfortable and spacious property with raised deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Idyllic Holiday Properties is a small friendly holiday company offering an honest and efficient service for our privatel ...
From $135 per night (USD)
VRBO
From $309 per night (USD)
HomeAway
Our Waterfront Home Is All Ready Just For You!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is the Florida view you have been dreaming of... Single family home situated at the end of a natural canal with a v ...
From $309 per night (USD)
HomeAway
From $193 per night (USD)
VRBO
Isle Haven A - steps to the beach and many other conveniences - pet friendly!
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
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 ...
From $193 per night (USD)
VRBO
From $110 per night (USD)
HomeAway
Quiet Nights of Quiet Stars on Anna Maria Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Quiet nights of quiet stars, quiet walks by quiet sea, quiet thoughts on quiet street, oh how lovely. A recent guest ha ...
From $110 per night (USD)
HomeAway
From $659 per night (USD)
VRBO
Luxury 4BR, 3 1/2 BA House with Heated Pool, 4 houses from the beach
Bedrooms:
4.5
Bathrooms:
4
Sleeps:
8
Approximately 500 FEET FROM THE GORGEOUS BEACHES of Anna Maria Island on the Gulf of Mexico, you will be able to head do ...
From $659 per night (USD)
VRBO
From $529 per night (USD)
HomeAway
PARADISAICAL ENCLAVE WATER FRONT 5* POOL -FISHING DOCK -KAYAK -BIKES-FAMILY FUN
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONTACT MANAGER IF YOUR DATES DON'T CLEAR THE CALENDAR ALL RESERVATIONS TAKEN ON A SATURDAY TO SATURDAY BASIS MINIMUM ST ...
From $529 per night (USD)
HomeAway
From $339 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Townhouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The interior decor in your private Holmes Beach vacation rental is elegant, fresh and bright. These three bedroom, three ...
From $339 per night (USD)
VRBO
From $500 per night (USD)
HomeAway
Gulf Front Home On Shady Lot. Open Doors And Step Into The Gulf Of Mexico
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 BR / 2 bath private home located directly on the Gulf. Outdoor grill, covered porch and dining as you overlook gorgeo ...
From $500 per night (USD)
HomeAway
From $193 per night (USD)
VRBO
It's my Dream - private heated pool, 2 minute walk to the beach! Pet friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
It's My Dream is a brand new and lovely island-themed private duplex with 3 bedrooms and 2 bathrooms. Equipped with a pr ...
From $193 per night (USD)
VRBO
From $125 per night (USD)
HomeAway
Anna Maria - Steps From The Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Perfect place to put your feet up and relax. One of four units in the condo gives your getaway a private feeling where y ...
From $125 per night (USD)
HomeAway
From $169 per night (USD)
VRBO
Castnetter Beach Resort 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Anna Maria Island's "Castnetter 6" is a delightful Island local located directly across the street from the seven acre " ...
From $169 per night (USD)
VRBO
From $119 per night (USD)
HomeAway
Holmes Beach Cottage Steps to the Beach with Heated Pool!
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
5
Welcome to the Starfish Shack located just a few houses from the Gulf beaches of Anna Maria Island. The Starfish Shack i ...
From $119 per night (USD)
HomeAway
From $105 per night (USD)
VRBO
Gulf Winds - a completely remodeled cozy cottage - pet friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The cozy front porch of Gulf Winds invites you to have your morning coffee or your evening cocktail and in the back yard ...
From $105 per night (USD)
VRBO
From $100 per night (USD)
HomeAway
The Beautiful Cove - Luxury 2 bed 2 bath apartment close to beach and amenities
Bedrooms:
2.5
Bathrooms:
2
Sleeps:
4
This beautifully 2019 decorated condo is set in a peaceful private setting amongst the natural beauty of Anna Maria isla ...
From $100 per night (USD)
HomeAway
From $335 per night (USD)
VRBO
Unique Lighthouse by AMIBeachClub Arrive any day May! Grab your swimsuit and go!
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
6
A beacon of outstanding design, Anna Maria Island's newest landmark, The Lighthouse, is located at 6807 Palm Drive, Holm ...
From $335 per night (USD)
VRBO
From $288 per night (USD)
HomeAway
Comfortable vacation home directly on the beach and sunsets from the terrace
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
We have found our perfect spot on the beach. After visited the resorts and beaches of Florida for many years we are here ...
From $288 per night (USD)
HomeAway
From $25 per night (USD)
VRBO
120 m² condominium with nice afternoon sun
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
5
The luxury condominium is located in Holmes Beach. The house is fully furnished and has 2 balconies, one behind full scr ...
From $25 per night (USD)
VRBO
From $166 per night (USD)
HomeAway
Egret's Landing - A private pool home, only minutes to the beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The comfort in Egret's Landing is stunning. The home is fully equipped with everything you need like a full kitchen with ...
From $166 per night (USD)
HomeAway
From $120 per night (USD)
VRBO
Townhouse/ 125 Steps to the Gulf of Mexico
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
Anchors West, located in a quiet and convenient location. Whether you want to stroll to the beach or to shopping and re ...
From $120 per night (USD)
VRBO
From $334 per night (USD)
HomeAway
Sand Castle Luxurious Home Steps From Gulf Beaches heated pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful, decorated 1700 sf home with vaulted ceilings, luxurious furnishings and open plan entertaining. Accommodates ...
From $334 per night (USD)
HomeAway
From $159 per night (USD)
VRBO
**50 steps to the sand!**
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*** Accepting New Reservations!*** Newly renovated! This 2br/2bth unit is just 50 steps to white sandy beaches. The ...
From $159 per night (USD)
VRBO
From $270 per night (USD)
HomeAway
Beautiful Beach House situated right on the beach offering stunning views of the ocean
Bedrooms:
2.5
Bathrooms:
3
Sleeps:
6
Idyllic Holiday Properties is a small friendly holiday company offering an honest and efficient service for our privatel ...
From $270 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
Paradise Village - A 3 bedroom/2 bath pet friendly home with community pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Paradise Village! This 3 bedroom 2 bathroom pet friendly duplex is a short walk to the beautiful beaches on A ...
From $150 per night (USD)
VRBO
From $200 per night (USD)
HomeAway
Ivanhoe Lane Home: 3 BR/ 4 BA House on Holmes Beach, by RVA Sleeps 6
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to Ivanhoe Lane in the popular island neighborhood of Key Royale where spacious homes sit on the pristine waters ...
From $200 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
Anna Maria Island Beach Paradise 5-Heated Pool-Free Wi-Fi-Linen Service
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
An addendum to our cancellation policy: If the governor of Florida issues a Florida travel ban you will receive a refund ...
From $150 per night (USD)
VRBO
From $330 per night (USD)
HomeAway
Closer to the beach does not work: comfortable apartment at ground level on the beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ATTENTION: We rent with 1 week minimum: Saturday to Saturday Old Florida Feeling: bungalow right on the beach on level - ...
From $330 per night (USD)
HomeAway
From $225 per night (USD)
VRBO
Luxury Beachfront Resort- Heated Pool/Hot Tub - Direct Beach Access
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Perfect for extended stays! Featuring 1 over-sized bedroom with an en-suite large bathroom with double vanities and sepa ...
From $225 per night (USD)
VRBO
From $100 per night (USD)
HomeAway
Gulfside 1Br/1Ba Apartment On Anna Maria Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Delightful private fully furnished one bedroom apartment on second floor of old Florida house located less than 100 feet ...
From $100 per night (USD)
HomeAway
From $365 per night (USD)
VRBO
Close to the Beach, Gulf Views! Private pool
Bedrooms:
5.5
Bathrooms:
7
Sleeps:
14
View of the Gulf is located in Holmes Beach, directly across from the white sandy beaches of Anna Maria! Enjoy views of ...
From $365 per night (USD)
VRBO
From $279 per night (USD)
HomeAway
Gorgeous Home Just Steps to Beach, Miles of White Sandy Beach ST lic DWE5105216
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
This gorgeous home is just steps to the beach, with other beautiful homes nearby. This beautiful home is one of two, wit ...
From $279 per night (USD)
HomeAway
From $140 per night (USD)
VRBO
2 MIN WALK TO GULF BEACHES, LG HEATED POOL, XLG LANAI - BONUS ROOM & GAS GRILL
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Whispering Palms Villa at North Beach Village is a bright and sunny, tastefully decorated beach style townhouse located ...
From $140 per night (USD)
VRBO
From $240 per night (USD)
HomeAway
TWO BEDROOM UNIT WITH POOL***GREAT LOCATION**STEPS TO THE BEACH!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
THE Marlin is a triplex building. Unit 202 has one bedroom, one bath with a king bed and a queen sleeper sofa. Unit 20 ...
From $240 per night (USD)
HomeAway
From $259 per night (USD)
VRBO
Coastal Charm Meets Cottage Chic! Sparkling Pool/Spa *4 Doors To The Beach*
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
TO ALLOW FOR PROPER CLEANING AND DISNFECTION OF PROPERTY BETWEEN STAYS EARLY CHECK-INS AND LATE CHECK-OUTS WILL BE UNAVA ...
From $259 per night (USD)
VRBO
From $171 per night (USD)
HomeAway
SeaStarVilla in Holmes Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Sea Star Villa! This well constructed 3 bedroom and 3 bathroom Island home is ready to host up to six ...
From $171 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
Beautiful 2 bedroom 2 bathroom Condo beach gear, private laundry free WIFI
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Don't miss out on this newly renovated 2 bedroom 2 bathroom 2nd floor condo with elevator on the West side of Gulf drive ...
From $150 per night (USD)
VRBO
From $80 per night (USD)
HomeAway
Tropical Paradise On The Beach Permit VRC17-000168
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Video Tour link at the bottom. This cottage is located "on the beach" 3007 Avenue F on beautiful Holmes beach. It is th ...
From $80 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
Anna Maria Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Palm Oasis Villa West is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This ...
From $150 per night (USD)
VRBO
From $125 per night (USD)
HomeAway
REDUCED RATES @ Siesta Sol Cottage! Sleeps 6-POOL-Short walk to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Lovely, conveniently located ground level home in the heart of Holmes Beach. This two bedroom home has it all. Newly ins ...
From $125 per night (USD)
HomeAway
From $172 per night (USD)
VRBO
Minute walk to white sandy beaches & private Tiki Bar
Bedrooms:
4.5
Bathrooms:
4
Sleeps:
8
Mango Breeze is tucked away in the heart of Holmes Beach, located just 6 homes away from the Gulf beaches! Come getaway ...
From $172 per night (USD)
VRBO
From $302 per night (USD)
HomeAway
One house to the Beach with expansive heated pool!! Sleeps 8
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Sunset Beach House just a few steps away from the Gulf beaches of Anna Maria Island. Sunset Beach is a 4 bed ...
From $302 per night (USD)
HomeAway
From $79 per night (USD)
VRBO
Moorings - pool view from this 2 bedroom/ 2 bath condo on Anna Maria Island!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a bright and well maintained two bedroom/ two bath condo in desirable Westbay Pointe & Moorings Condominiums sit ...
From $79 per night (USD)
VRBO
From $119 per night (USD)
HomeAway
Island Cottage with open living area, pool, ground floor very close to beach located in Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bluefin Cottage located a few houses from the Gulf beaches of Anna Maria Island. Bluefin Cottage is a half d ...
From $119 per night (USD)
HomeAway
From $235 per night (USD)
VRBO
Cozy Cabana West - Private Heated Pool - 4 Minute Walk to the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Renovated in 2015, 2 bed 2 bath Villa perfect for families, couples or a small group of friends. The villa is located in ...
From $235 per night (USD)
VRBO
From $300 per night (USD)
HomeAway
Private Heated Pool and Spa- Pet Friendly
Bedrooms:
2.5
Bathrooms:
2
Sleeps:
5
Welcome to Buddy's Beach House. A beachy chic getaway just 2 blocks to the beach. Stroll to the beach with a beverage in ...
From $300 per night (USD)
HomeAway
From $230 per night (USD)
VRBO
Lake By The Beach Pool/Spa Home Overlooking Secluded Lake Native Landscaping
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Lake by the Beach at 6806 Palm Drive offers the best of both worlds! This beautiful two bedroom, two bath home is si ...
From $230 per night (USD)
VRBO
From $79 per night (USD)
HomeAway
Beach View 7 - a 2 Bed/ 2 Bath 2nd floor condo w/pool and close to the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Recently remodeled coastal cuteness! Summer of 2020 brought many updates to this lovely condo from the floors to the lin ...
From $79 per night (USD)
HomeAway
From $232 per night (USD)
VRBO
Windshore A! - 2 Minute Walk to Beach, Private Heated Pool, WIFI
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Built new in 2011, Windshore A leaves no wishes open when it comes to your vacation on Anna Maria Island. Within walking ...
From $232 per night (USD)
VRBO
From $110 per night (USD)
HomeAway
Sandy Pointe II Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a light and bright 2 bedroom/2 bath Condo that backs up to the lovely and serene mangroves (nature preserve). T ...
From $110 per night (USD)
HomeAway
From $345 per night (USD)
VRBO
EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Bright, sunny, spacious and clean townhouse in a great location on Anna Maria Island, just a few minutes walk to the oce ...
From $345 per night (USD)
VRBO
From $119 per night (USD)
HomeAway
Two Bedroom Cozy Island Home Right Around the Corner from Gulf Beaches. Lots of Amenities!
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
5
Welcome to Loggerhead Beach House just a few houses from the Gulf beaches on Anna Maria Island. Loggerhead Beach House i ...
From $119 per night (USD)
HomeAway
From $379 per night (USD)
VRBO
Beach Dance in Holmes Beach
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Beach Dance is the perfect family home in a convenient location just steps to the Gulf, Restaurants, Shops and the Free ...
From $379 per night (USD)
VRBO
From $136 per night (USD)
HomeAway
Cozy Cottage for 4 located steps from the beach. Heated Pool in private Patio.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Yellowfin Cottage located just 2 houses from the Gulf beaches on Anna Maria Island. Yellowfin Cottage is a gr ...
From $136 per night (USD)
HomeAway
From $161 per night (USD)
VRBO
Coral Breeze (B) 2BR / 2BA Duplex with private pool! Pet friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Coral Breeze B (Units A and B ground level ranch style home) is your brand new paradise. Each 2 bedroom 2 bath side of t ...
From $161 per night (USD)
VRBO
From $409 per night (USD)
HomeAway
Mainsail Beach Inn 3 Bedroom Beach Front Unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $409 per night (USD)
HomeAway
From $309 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2 ba ...
From $309 per night (USD)
VRBO
From $114 per night (USD)
HomeAway
HOMES BEACH HACIENDA 2/1 Walking distance to the BEACH
Bedrooms:
1
Bathrooms:
2
Sleeps:
99
This quaint island rental has a discounted price tag and it's only a block from the beach! Neat as a pin 2 bedroom, 1 ba ...
From $114 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
62 STREET BEACHWALK HOME
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A fabulous TOTALLY REMODELED AND DECORATED 3 Bedroom 2 Bath elevated single family home with vaulted ceilings, tile floo ...
From $150 per night (USD)
VRBO
From $92 per night (USD)
HomeAway
Gertie's East - a great 1/1, just steps to the beach. With Relaxing Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Gertie's Beach House East is a vibrant, well maintained and equipped island duplex. Just steps from the white sands and ...
From $92 per night (USD)
HomeAway
From $163 per night (USD)
VRBO
MYKONOS - A 3/2 heated pool home just steps to the beach. PET FRIENDLY!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The family friendly Florida vacation you need is waiting at Mykonos! This Anna Maria Island beach rental has it all. Fro ...
From $163 per night (USD)
VRBO
From $339 per night (USD)
HomeAway
3 Bedroom Townhouse - Your private Holmes Beach vacation home
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The interior decor in your private Holmes Beach vacation rental is elegant, fresh and bright. These three bedroom, three ...
From $339 per night (USD)
HomeAway
From $309 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2.5 ...
From $309 per night (USD)
VRBO
From $125 per night (USD)
HomeAway
Anna Maria Island Beach Paradise 10
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
An addendum to our cancellation policy: If the governor of Florida issues a Florida travel ban you will receive a refund ...
From $125 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
Relax at this beachfront pet friendly home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
White Sands is in the perfect location! This charming beach cottage is located right on the beautiful Gulf of Mexico in ...
From $150 per night (USD)
VRBO
From $350 per night (USD)
HomeAway
Heated pool! Enjoy Gulf & Bay water views!
Bedrooms:
5.5
Bathrooms:
5
Sleeps:
10
Caribbean Dream is a stunning, luxury home in Holmes Beach located just a short 3-minute walk to the Gulf beaches! This ...
From $350 per night (USD)
HomeAway
From $180 per night (USD)
VRBO
Tropical Paradise Cottage on the Beach VRC17-000167
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Video Tour Link at the bottom This cottage is located "on the beach" 3007 Avenue F, beautiful Holmes beach. It is th ...
From $180 per night (USD)
VRBO
From $319 per night (USD)
HomeAway
Lovely Island Home w/Pool, Sunset Views, Ping Pong, 5 Min Walk to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Sunsets on Carissa! On Anna Maria Island (Holmes Beach, FL) Managed by Once Upon A Beach Vacation Rentals 19 ...
From $319 per night (USD)
HomeAway
From $125 per night (USD)
VRBO
Gulf Beach Apartment - with Pool & Beach Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Pristine,spacious1 bedroom apartment sleeps 4, only steps to the beautiful white sandy beach of Anna Marie Island. Fresh ...
From $125 per night (USD)
VRBO
From $59 per night (USD)
HomeAway
Castnetter Beach Resort 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $59 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
Private pool and close to shops and restaurants! !! 🌴
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Calypso Cottage is a Mediterranean style home on Anna Maria Island, just a 5 minute stroll to the Gulf beaches! This ho ...
From $150 per night (USD)
VRBO
From $170 per night (USD)
HomeAway
Shell Game - 1683476
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Playa Encantada Beacfront Community just Steps to the Beach Shell Game has recently been transformed into a fun an ...
From $170 per night (USD)
HomeAway
From $154 per night (USD)
VRBO
Tranquil Anna Maria Island Resort, Unit 2... Only 4 units, all amenities!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one tw ...
From $154 per night (USD)
VRBO
From $85 per night (USD)
HomeAway
200 Steps to the Beach- Families welcome- featured in Southern Living
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay with us if you like: * A place right on the beach with no busy streets to cross. * Your own private sun patio with ...
From $85 per night (USD)
HomeAway
From $300 per night (USD)
VRBO
Blue Sky: Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Relax in this comfy, coastal home just a block from the beautiful beaches of Anna Maria Island. The Blue Sky Beach Hous ...
From $300 per night (USD)
VRBO
From $350 per night (USD)
HomeAway
30 Second Walk to the Gulf Beaches & the famous Beach Bistro!!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
With numerous views of the Gulf, the Gulfside Oasis is only a minute walk away from the sandy beaches and the famous Bea ...
From $350 per night (USD)
HomeAway
From $259 per night (USD)
VRBO
200' from Beach, Heated Pool and Spa, Upscale Furnishings, Elevator
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
6
Fantastic Location. 200 feet to the beach - a short one minute stroll - Gulf Views. Three story spacious luxury home. ...
From $259 per night (USD)
VRBO
From $240 per night (USD)
HomeAway
ONE BEDROOM UNIT WITH POOL/MARCH DATES AVAILABLE! STEPS TO BEACH!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
THE Marlin is a triplex building. Unit 202 has one bedroom, one bath with a king bed and a queen sleeper sofa. Unit 2 ...
From $240 per night (USD)
HomeAway
From $209 per night (USD)
VRBO
Family Beach home w/ Hot Tub, Fire Pit, Kayaks, Paddle Boards & LED 65" TV
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
95 five-star reviews says it all! Florida's best kept secret, Anna Maria Island, features beautiful white sugar sand be ...
From $209 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
505 Waterfront Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Waterfront home with direct access to Bimini Bay. Custom pool deck, boat dock, outdoor shower and heated pool. Gourmet k ...
From $150 per night (USD)
HomeAway
From $225 per night (USD)
VRBO
Private heated beachfront home - pet friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Turtle Watch is a direct Gulf front, elevated home located in Holmes Beach! Enjoy Sunset views from the privacy of your ...
From $225 per night (USD)
VRBO
From $230 per night (USD)
HomeAway
High Speed WIFI, PRIVATE HEATED POOL AND SPA, BIKES - This house has it all
Bedrooms:
4.5
Bathrooms:
4
Sleeps:
8
BOOK WITH CONFIDENCE ALL RESERVATIONS MADE AFTER FEBRUARY 18TH 2021, WILL BE REFUNDED 85% OF THE TOTAL BOOKING COST IF C ...
From $230 per night (USD)
HomeAway
From $130 per night (USD)
VRBO
Ocean Front ~ No Streets To Cross! Come And Enjoy A Memorable Beach Vacation!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This complex at 7100 Gulf Drive is well managed, impeccably maintained and has a reputation of being one of the island's ...
From $130 per night (USD)
VRBO
From $220 per night (USD)
HomeAway
3 minute walk to the beach! Off the main road in a quiet and tropical setting,
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
HEALTH & SAFETY OF GUESTS PURSUANT TO EXECUTIVE ORDER 20-123 AS ISSUED MAY 15, 2020 by the State of Florida and the M ...
From $220 per night (USD)
HomeAway
From $199 per night (USD)
VRBO
Beach Chic! Ensuite bathrooms with a yard.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our place is close to white sand beaches, the bay and city dock, parks, tennis courts, casual and fine dining, shopping, ...
From $199 per night (USD)
VRBO
From $384 per night (USD)
HomeAway
Private house and pool, close to beach, restaurants, shops on Anna Maria Island
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
SALTY DOGS IS A SINGLE FAMILY BEACH HOUSE. This is not a mirage, you get the entire house, it's just one property. Pri ...
From $384 per night (USD)
HomeAway
From $409 per night (USD)
VRBO
Water Front/Heated Pool/Dock/Walk To Beach/Self Check In-Out/High cleaning/WiFi.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation home an air of Tommy Bahama ...
From $409 per night (USD)
VRBO
From $77 per night (USD)
HomeAway
1 Block To Beach! Convenient, Modern, Comfortable, Clean.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Comfortable, convenient townhouse one block to beach and close to other attractions. 2BR/2BA with 1 BR and BA with showe ...
From $77 per night (USD)
HomeAway

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