Holmes Beach Rentals
- From $126 per night (USD)
VRBO
Sandy Pointe II Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This is a light and bright 2 bedroom/2 bath Condo that backs up to the lovely and serene mangroves (nature preserve). T ...
From $126 per night (USD)VRBO
- From $259 per night (USD)
Expedia
STEPS TO GULF BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Authentic ground floor Bungalow with private parking and seashell courtyard just steps away from the Gulf Beaches. Cozy ...
From $259 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Hurricane Help - Priority to locals for long term then service providers.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Huricane Helene update - Our unit had no damage. If you need a place long term let us know. Just enter the dates shown ...
From $318 per night (USD)VRBO
- From $301 per night (USD)
VRBO
Bahama Mama by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is it - Paradise! This fabulous Key West style elevated 3 bedroom/2 bath single family home has so many wonderful f ...
From $301 per night (USD)VRBO
- From $772 per night (USD)
VRBO
CONTEMPORARY BEACH CHIC HOME WITH OCEAN VIEWS, STEPS TO THE BEACH\/HEATED POOL\n
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
THANK YOU TO ALL OUR PAST, FUTURE AND POTENTIAL GUESTS WHO HAVE REACHED OUT TO US IN THE LAST FEW WEEKS TO INQUIRE ABOUT ...
From $772 per night (USD)VRBO
- From $489 per night (USD)
Expedia
Emerald Cove: Beachfront condo with gorgeous views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come soak in the picturesque gulf views of Anna Maria Island at this newly renovated, contemporary beach condo! This 1 b ...
From $489 per night (USD)Expedia
- From $1656 per night (USD)
VRBO
Surfside AMI; backyard oasis steps to beach, heated pool, putting green,+gear!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Private beach getaway with a backyard oasis in a premium location, just 1 off the beach! This fun and convenient private ...
From $1656 per night (USD)VRBO
- From $351 per night (USD)
VRBO
Tropical Sunset 1 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo, recently ...
From $351 per night (USD)VRBO
- From $208 per night (USD)
VRBO
Your island destination steps from the beach!<br>
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tortuga tides is your extended vacation oasis steps from the white sands of Anna Maria Island beaches. The master bedroo ...
From $208 per night (USD)VRBO
- From $724 per night (USD)
Expedia
Calico - Family Oasis - Steps from the Sand
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
☀️ Anna Maria Island is open and ready to welcome you! ☀️ The beaches are as beautiful as ever, and most of the island’s ...
From $724 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Beachfront Condominium on the white sandy beach of Anna Maria Island.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Sun Plaza West Beachfront Condominiums. This complex is ON the beach. It doesn’t get better than that. This b ...
From $260 per night (USD)VRBO
- From $231 per night (USD)
VRBO
Island Vibe 5: Close to Beach with Private Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rent with attached duplex Island Vibe 6 (VRBO# 1930033) if you need 4 bedrooms! Welcome to Island Vibe 5, a newly renov ...
From $231 per night (USD)VRBO
- From $574 per night (USD)
VRBO
Private paradise w\/ all the beach supplies & toys!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Casa Laguna is a privately owned home with private amenities and entry via smart locks. The home is surrounded by lush ...
From $574 per night (USD)VRBO
- From $725 per night (USD)
VRBO
PRIVATE HOUSE and Pool on AMI. Close to beach, shopping, restaurants, marina.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
SALTY DOGS IS A SINGLE-FAMILY BEACH HOUSE. You get the entire house, as it's just one property. Well-appointed house i ...
From $725 per night (USD)VRBO
- From $488 per night (USD)
VRBO
Buddy’s Beach House 🌴 Private Heated Pool and Spa- Pet Friendly
- Bedrooms:
- 2
- 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 $488 per night (USD)VRBO
- From $542 per night (USD)
VRBO
Manna-Tee Beach House by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot fo ...
From $542 per night (USD)VRBO
- From $314 per night (USD)
VRBO
Coastal Chic Bayfront Condo Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Here is your chance to stay on the quaint Island of Anna Maria, and enjoy the easy, carefree, Island lifestyle where you ...
From $314 per night (USD)VRBO
- From $3288 per night (USD)
VRBO
Water Front\/Heated Pool\/Dock\/Walk To Beach\/Self Check In-Out\/High cleaning\/WiFi.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation home an air of Tommy Bahama ...
From $3288 per night (USD)VRBO
- From $312 per night (USD)
VRBO
★ Spacious Condo ★ Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Very private! Spacious 2 bedroom 2 full bath condo is just steps to Holmes Beach beach. Ocean view from your unit with t ...
From $312 per night (USD)VRBO
- From $745 per night (USD)
VRBO
Beach Dance in Holmes Beach
- Bedrooms:
- 6
- 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 $745 per night (USD)VRBO
- From $507 per night (USD)
VRBO
Kickback Cabana managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
411 79th Street Holmes Beach, Fl 34217 VRC19-000189 You may cancel your reservation up to 60 days before check-in for a ...
From $507 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Perfect Beach view from the deck, Walk to all , free WIFI, beach gear provided!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse yourself in the ultimate Anna Maria Island getaway with this charming vacation rental just minutes away from th ...
From $351 per night (USD)Expedia
- From $382 per night (USD)
VRBO
Sandy Cheeks & Barefeet, Gorgeous Gulf beach Place, Summer\nspecials
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf views from several rooms and lanai! Quick access (only 1 small house between you and sun & sand). 2 Bedroom, 2 Bath ...
From $382 per night (USD)VRBO
- Click For Pricing
Expedia
Sunny Apartment with Beachside Garden View- 75 Steps to Beach - Bamboo Apts. A2
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 ...
Click For PricingExpedia
- From $773 per night (USD)
VRBO
307 65th Street managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
VRC 18-000047 If Guest needs to shorten their stay or change to a different property, the normal cancellation policy app ...
From $773 per night (USD)VRBO
- From $691 per night (USD)
Expedia
Caribbean Surf managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
306 67th Street Unit B Holmes Beach, FL 34217 VRC 19-000277 You may cancel your reservation up to 60 days before check-i ...
From $691 per night (USD)Expedia
- From $424 per night (USD)
VRBO
Northshore Villa 3bed\/2bath across the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come for the SUN, stay for the FUN!!! Find everything that makes a fun beach getaway on Anna Maria Island memorable whe ...
From $424 per night (USD)VRBO
- From $1129 per night (USD)
VRBO
1 Minute Walk To The Beach - Large Updated One Level Updated Beach House-Open
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
We are open for the dates that show open! Pics will be updated as we install new kitchens and bathrooms. Work is taking ...
From $1129 per night (USD)VRBO
- From $506 per night (USD)
VRBO
Summer Breeze by SeaBreeze Vacation
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3 ...
From $506 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful condo with pool, easy beach access & balcony - walk to everything
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Latitude Adjustment Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
Click For PricingExpedia
- From $342 per night (USD)
VRBO
Stylish duplex with pool & easy beach access plus free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Turtle Cove East Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $342 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Enjoy the Island Life on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The location is very quiet and private. It's a short walk to Holmes Beach, Duffy s Tavern, Hurricane Hanks, The Feast, ...
From $181 per night (USD)Expedia
- From $545 per night (USD)
VRBO
Starfish Isle managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VRC 21-000046 5803 Holmes Blvd Holmes Beach, FL 34217 At 4 bedrooms and 3 full bathrooms, this is a great option for one ...
From $545 per night (USD)VRBO
- From $710 per night (USD)
Expedia
Conch Out Beach House managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
303 68th St, Holmes Beach 34217 VRC - 19-000273 You may cancel your reservation up to 60 days before check-in for a ful ...
From $710 per night (USD)Expedia
- From $482 per night (USD)
VRBO
Starfish Cove managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
302 60th Street Holmes Beach, FL 34217 VRC19-000274 At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for y ...
From $482 per night (USD)VRBO
- From $655 per night (USD)
VRBO
Large Beach Home 5 houses to beach, Heated Pool, Game Room, Sun deck, Tiki bar
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
This spacious property has a Tiki Bar by the heated pool, large kitchen with 4 bedrooms and 4 bathrooms, a large second ...
From $655 per night (USD)VRBO
- From $678 per night (USD)
VRBO
Villa by the Sea managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Villa by the Sea is an immaculate beach retreat in the exclusive beachfront La Plage condominium complex which offers a ...
From $678 per night (USD)VRBO
- From $1530 per night (USD)
Expedia
AMI’s Largest Rental, 4 kitchens, Spa, Heated Pool, Tiki Bar, Rooftop Deck.
- Bedrooms:
- 9
- Bathrooms:
- 10
- Sleeps:
- 28
This large fully updated 6000 square foot home is a unique property to the vacation rental market with its 8 person spa, ...
From $1530 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Luxury Beachfront Condo with Elevator
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Gulfsands is one of the premier low density complexes and one of the most highly sought after condo complexes on Anna Ma ...
From $252 per night (USD)VRBO
- From $704 per night (USD)
VRBO
TRUE BEACHFRONT HOME DIRECTLY ON SUGAR WHITE SANDS WITH HEATED POOL - IDYLLIC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
11/16/24 - Waves Edge is now fully operational after the storm and guests are again staying and enjoying the island and ...
From $704 per night (USD)VRBO
- From $362 per night (USD)
VRBO
Dragonfly Breeze - Private Home w\/ Heated Pool, Fee Wifi, Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Dragonfly Breeze, a 3 bedroom and 2 bathroom elevated private pool home located in Holmes Beach, just a short ...
From $362 per night (USD)VRBO
- From $862 per night (USD)
Expedia
⚓Private pool home 5 min> walk to beach!⚓🐕🏖🌅
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sweet Home Anna Maria! ⚓Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! ⚓Private ...
From $862 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Carissa Beach House: No more in business thanks to Helene and Milton.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Carissa Beach House is a vacation rental on Anna Maria Island (between Tampa & Sarasota), situated about 350 steps from ...
From $155 per night (USD)VRBO
- From $359 per night (USD)
VRBO
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 $359 per night (USD)VRBO
- From $182 per night (USD)
VRBO
Great Island Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2 BR/2 BA condo is all about charm and comfort. You will have no problem leaving your cares behind and en ...
From $182 per night (USD)VRBO
- From $177 per night (USD)
VRBO
Anthony Beach Cottages - Bare Feet Retreat - 2 bedroom pool cottage - Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This Florida home backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably ...
From $177 per night (USD)VRBO
- From $323 per night (USD)
VRBO
Frangipani Villa by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $323 per night (USD)VRBO
- From $428 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 $428 per night (USD)VRBO
- From $744 per night (USD)
VRBO
Mermaid's Crossing managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
210 65th Street Holmes Beach, FL 34216 VRC17-000007 Book with confidence: You may cancel your reservation up to 60 days ...
From $744 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Orchid Villa by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $351 per night (USD)Expedia
- From $442 per night (USD)
VRBO
Oleander Villa by Beach Boutique Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $442 per night (USD)VRBO
- From $1237 per night (USD)
VRBO
Big Luxury 6 bdrm, Pool, Spa, Bikes, Kayak, Reviews, Beach!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 12
Copy this link to your browser to see 3D view of Emerald Seas floor plan: https://www.zillow.com/view-3d-home/d7fdf4d1- ...
From $1237 per night (USD)VRBO
- From $217 per night (USD)
VRBO
Bayside Holmes Beach 3 Bed\/2 Bath Ground Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this spacious updated condo in a beautifully landscaped, quiet bayside complex with heated pool and private pickle ...
From $217 per night (USD)VRBO
- From $640 per night (USD)
Expedia
Beach Bliss managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
320 64th Street - Holmes Beach - FL - 34217 VRC17-000113 Incredible 3 Bed 3 Bath bungalow, Minutes From The Beach With ...
From $640 per night (USD)Expedia
- From $180 per night (USD)
VRBO
The Palms \"A\" an upstairs unit located in the center district of Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy this upstairs condo unit consisting of 2b/1ba, living, dining area & kitchen with enough sleeping for 6. Condomin ...
From $180 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Kiwi Cabana by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $418 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Hibiscus Villa by Beach Boutique Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $411 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Tropical Anna Maria Island Villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Privacy with close stroll to the beach! Beautiful Anna Maria Island Vacation Villa. Sleeps 6 in 3 bedrooms, with 2 ful ...
From $342 per night (USD)Expedia
- From $568 per night (USD)
VRBO
Anna Maria \/ Holmes Beach - 3BD 2BTH Home - Private Heated Pool - Near beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
AZURE BLISS ! _____ SEE VIDEO TOUR - https://youtu.be/_qqC8sHY85c The incredible location mixed in with all of the ...
From $568 per night (USD)VRBO
- From $129 per night (USD)
VRBO
RELAX\/WORK @ Sunbow Bay! By Beach w\/Pools & Pickleball. Clean & newly updated!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great location!....6 minute walk to the beach, trolley stop in front with Publix across the street. Enjoy this beautifu ...
From $129 per night (USD)VRBO
- From $574 per night (USD)
VRBO
Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Address of Manatee Watch: 205 N Harbor Drive, Holmes Beach, FL 34217 beautifulannamaria@yahoo.com MANATEE WATCH - A mar ...
From $574 per night (USD)VRBO
- From $312 per night (USD)
VRBO
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly remodeled 2beds/2bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Ann ...
From $312 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly remodeled 2beds/2bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Ann ...
From $315 per night (USD)VRBO
- From $669 per night (USD)
VRBO
La Casa Costiera Blue Water - Newly Renovated, Top Floor Beachfront Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
NOTE: the pool and elevator at this property are currently not available. AT A GLANCE: - La Casa Costiera Unit #6 Blu ...
From $669 per night (USD)VRBO
- From $530 per night (USD)
VRBO
Waterfront Paradise In The Exclusive Neighborhood Of Key Royale
- Bedrooms:
- 4
- 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 $530 per night (USD)VRBO
- From $384 per night (USD)
Expedia
Bird of Paradise by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $384 per night (USD)Expedia
- From $328 per night (USD)
VRBO
Palm Villa by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $328 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Island Vibe 3: Close to Beach with Private Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rent with attached duplex Island Vibe 2 (VRBO# 1193410) if you need 5 bedrooms! Welcome to Island Vibe 3, a renovated 2 ...
From $299 per night (USD)VRBO
- From $557 per night (USD)
VRBO
Wonderful location one house back from the beach. Sleeps 6, private heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THANK YOU TO ALL OUR PAST, FUTURE AND POTENTIAL GUESTS WHO HAVE REACHED OUT TO US IN THE LAST FEW WEEKS TO INQUIRE ABOUT ...
From $557 per night (USD)VRBO
- From $585 per night (USD)
Expedia
Beautifully updated home, moments from the beach with beach gear and Grill!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
We call this Home Beach Beauty for good reason! This beautiful home is West of Gulf Drive and only 175 steps to the beac ...
From $585 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Fall Sale! Two bedroom1 bath unit with pool Steps to the beach. Great location!
- 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 futon sleeper sofa. Unit 20 ...
From $184 per night (USD)VRBO
- From $426 per night (USD)
VRBO
Beach View 6 in Holmes Beach. Newly remodeled! 2 Bed-Bath 5 min to beach, shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious and comfortable, this condo sleeps six. It has a large living room with a 39" TV. The recently updated kitchen ...
From $426 per night (USD)VRBO
- From $333 per night (USD)
VRBO
Beach Charm Guest Cottage-Private & Quiet! Winter 2025 Bookings NOW Available!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
'Feel the Charm of an Old-Style Florida Beach' at Beach Charm!! Our 1 bedroom/1 bathroom private entry guest cottage i ...
From $333 per night (USD)VRBO
- From $474 per night (USD)
Expedia
Sunny 3BR\/3BA Home. 8 Houses from Beach. Two Master Suites.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Private single family home on a quiet side street, 8 houses from the beautiful world-class beaches of Anna Maria Island. ...
From $474 per night (USD)Expedia
- From $1193 per night (USD)
VRBO
6 Bedroom\/5.5 Bath -Huge Heated Pool, Spa, & Water Slide -1 Minute Walk to Beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Featuring 6 bedrooms (sleeps 14), 5.5 baths and a fantastic location - just a 1 minute walk to the white sands of the 65 ...
From $1193 per night (USD)VRBO
- From $777 per night (USD)
Expedia
Paradise Found managed by Beach Retreats
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
401 42nd Street Holmes Beach, FL 34217 VRC17-000010 Book with confidence: You may cancel your reservation up to 60 days ...
From $777 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Anna Maria by the Bay (30 day minimum)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully furnished bayside condo with gorgeous relaxing view. End unit, many windows let the sights in from every an ...
From $191 per night (USD)VRBO
- From $781 per night (USD)
Expedia
Angel Sea managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
VRC19-000188 4118 5th Ave Holmes Beach, FL 34217 You may cancel your reservation up to 60 days before check-in for a ful ...
From $781 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Island Townhouse - 200 Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fantastic 2 bedroom / 2 bath town home just 200 steps to the Beach. Sleeps 4. This is the end unit closest to the beac ...
From $273 per night (USD)VRBO
- From $359 per night (USD)
VRBO
1 BR \/ 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Perfect summer or winter hideaway!!! Located on Quiet Avenue E not busy Gulf Drive. Completely renovated one bedroom, o ...
From $359 per night (USD)VRBO
- From $412 per night (USD)
VRBO
Best Little Beach House on Anna Maria Island...With a pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
*Check in / Check out - SATURDAYS ONLY* This is the Best Little Beach House on Anna Maria Island...with a pool. Our h ...
From $412 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Charming! 1.5 blocks to Beach! Quiet & Convenient.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Adorable cottage-style duplex only 1.5 blocks to beautiful Gulf of Mexico beach in Holmes Beach. 3min. walk to beach ...
From $158 per night (USD)VRBO
- From $893 per night (USD)
VRBO
Paradise Beach House managed by Beach Retreats
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
403 42nd Street, Holmes Beach FL 34217 VRC19-000276 Book with confidence: You may cancel your reservation up to 60 days ...
From $893 per night (USD)VRBO
- From $422 per night (USD)
VRBO
A Shore Thing by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Shore Thing is a beautifully renovated key west style 3 bedroom beach house. Plenty of room for the whole family and f ...
From $422 per night (USD)VRBO
- From $610 per night (USD)
VRBO
Emerald Bay managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
306 (A) Clark St - Holmes Beach - FL 34217 VRC17-000006 You may cancel your reservation up to 60 days before check-in f ...
From $610 per night (USD)VRBO
- From $464 per night (USD)
Expedia
Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer\/Fall!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom, sleeps 8, private heated pool, steps to the beach Please note that there is a 7 day minimum reservation, ex ...
From $464 per night (USD)Expedia
- From $201 per night (USD)
VRBO
No damage to condo after hurricanes supermarket \/beach close once open. Locals book now. VR can DEC.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Condo is in perfect condition after Helene and Milton. The exterior building is having some repair. The Publix market is ...
From $201 per night (USD)VRBO
- From $1007 per night (USD)
Expedia
Sizzling Summer Rates at Surf Side Beach House GULF VIEWS Elevator (Beach Retreats)
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
6605 Gulf Drive Holmes Beach, FL 34217 VRC19-00290 Right across the street from the beach and the Beach Bistro! Gulf Vie ...
From $1007 per night (USD)Expedia
- From $733 per night (USD)
VRBO
AMI Villa by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Paradise - AMI Villa! Make this charming 3 bedroom, 3 bath Mediterranean beach villa your home away from home ...
From $733 per night (USD)VRBO
- From $652 per night (USD)
Expedia
Crosswind Cottage managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
312 A 61st Street Holmes Beach, FL 34217 VRC19-000277 You may cancel your reservation up to 60 days before check-in for ...
From $652 per night (USD)Expedia
- From $851 per night (USD)
VRBO
Turtle's Bay managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
306 Clark drive (B) Holmes Beach, FL 34217 VRC17-000009 Dog Friendly! Beautiful open concept home. 3 king bedrooms with ...
From $851 per night (USD)VRBO
- From $590 per night (USD)
Expedia
Salt Air East managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC19-000278 Book with confidence: You may cancel your reservation up to 60 days before check-in for a full refund minu ...
From $590 per night (USD)Expedia
- From $644 per night (USD)
VRBO
Oasis by the Beach managed by the Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
202 69 th Street - Holmes Beach - FL 34217 VRC17-000120 Book with confidence: You may cancel your reservation up to 60 ...
From $644 per night (USD)VRBO
- From $602 per night (USD)
Expedia
Seahorse Beach House managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
202 81 st Street - Holmes Beach - Fl 34217 VRC17-000118 Book with confidence: You may cancel your reservation up to 60 ...
From $602 per night (USD)Expedia
- From $516 per night (USD)
VRBO
Golf cart+4BR\/3B 2100sq Renovated, Large Pool and deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Recent Review: " I can’t say enough good stuff about this house and location. We stayed for 7 days and the house was sup ...
From $516 per night (USD)VRBO
- From $568 per night (USD)
VRBO
~ WE ARE OPEN! ~ BEACHFRONT ~ YES! THAT'S YOUR VIEW! ~
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We are pleased to announce that our Coconuts beachfront condo is open! We didn't have any damage to our unit from the re ...
From $568 per night (USD)VRBO
- From $392 per night (USD)
VRBO
BEACHFRONT condo, sleeps 6, updated, stocked with everything, popular location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently all remodeled and beautifully updated, this 2 bedroom 2 bath condo is located conveniently to restaurants and ...
From $392 per night (USD)VRBO
- From $253 per night (USD)
VRBO
OWNER MOTIVATED PARADISAICAL HOME OPEN DESIGN CANAL POOL KAYAK LONG\/SHORT STAY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PLEASE WRITE IF YOU REQUIRE ASSISTANCE REGARDING SHORTER STAYS OR OTHER ARRANGEMENTS NOT LISTED HEREIN Adriel'sPlace is ...
From $253 per night (USD)VRBO
- From $450 per night (USD)
VRBO
NO Busy Roads to Cross to Get to the Beach! 5 min walk to beach! Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
No Sharing! Single Family Home. Free HEATED POOL Nov15-Apr15! Quick 5min walk to the Beach! No A&B sides and NO shared p ...
From $450 per night (USD)VRBO
- From $254 per night (USD)
VRBO
Family Friendly Townhome across Street from Beautiful Gulf Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 3 bedroom and 3 bathroom townhome in Holmes Beach on Anna Maria Island. Recently remodeled. Beach access is d ...
From $254 per night (USD)VRBO