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Holmes Beach Rentals
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- From $195 per night (USD)
VRBO
Fountainhead Condo 4 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000542 Fountainhead Condo #4, located at 3402 6th Avenue in Holmes Beach only a few steps from the beautiful beac ...
From $195 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Anna Maria Beach Place 6 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC 21-000063 Anna Maria Beach Place 6 is thoroughly cleaned and sanitized prior to your arrival. We pay special attent ...
From $268 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Surf Camp Cottage located just 3 houses down from the Gulf beaches of Anna Maria Island. Surf Camp Cottage is ...
From $376 per night (USD)VRBO
- Click For Pricing
Expedia
Gerties B, a cozy 1\/1 king bedroom just steps to the beach, pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gertie's B is a vibrant, fully equipped island duplex. Just steps from the white sands and turquoise waters of the Gulf ...
Click For PricingExpedia
- From $431 per night (USD)
VRBO
Siboney 3\/2 Private Pool Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000563 The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a priva ...
From $431 per night (USD)VRBO
- From $191 per night (USD)
Expedia
1 king bedroom duplex on Anna Maria Island, pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gertie's A is a vibrant, fully equipped island duplex. Just steps from the white sands and turquoise waters of the Gulf ...
From $191 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Ground Floor home for 5, short walk to beach and private heated pool! Lovely open living area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Citrus Cottage located steps from the Gulf beaches of Anna Maria Island. Citrus Cottage is a ground level hal ...
From $368 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Palm Cay 5 3\/2 Pool Condo Near White Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000555 Palm Cay Condominium #5 located at 3000 Gulf Drive in Holmes Beach is a very spacious three bedroom, two b ...
From $310 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Seaside Beach House 101 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000502 Seaside Beach House #101 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $495 per night (USD)VRBO
- From $585 per night (USD)
Expedia
GULF BEACH WALK OUT 3 BED\/2 BATH, Heated Pool, FREE WiFi & Trolley, A Rare...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! This direct Gulf-front property is sure to be a hit! It has been completely ...
From $585 per night (USD)Expedia
- From $383 per night (USD)
VRBO
Seaside Beach House 105 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000506 You will enjoy this gulf front condominium on Florida's Anna Maria Island. This is a smoke free two-bedroo ...
From $383 per night (USD)VRBO
- From $737 per night (USD)
Expedia
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 steps away from the Gulf beaches of Anna Maria Island. This beach house has a p ...
From $737 per night (USD)Expedia
- From $396 per night (USD)
VRBO
3 bedroom home on Anna Maria Island, private heated pool, super location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This stunning tropical oasis called Sunbreeze features hardwood and tile floors throughout the home, front and back deck ...
From $396 per night (USD)VRBO
- From $710 per night (USD)
Expedia
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 steps from the Gulf beaches of Anna Maria Island. This beach house has a private pati ...
From $710 per night (USD)Expedia
- From $540 per night (USD)
VRBO
Bradenton Beach Club 3\/2 Beach Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream getaway – a stunning 3-bedroom, 2-bathroom gulf-front condo that embodies beauty, tranquility, and ...
From $540 per night (USD)VRBO
- From $376 per night (USD)
Expedia
Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Groovy Gecko Cottage just a few houses down from the Gulf beaches of Anna Maria Island. This cottage is a gro ...
From $376 per night (USD)Expedia
- From $394 per night (USD)
VRBO
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everythin ...
From $394 per night (USD)VRBO
- From $576 per night (USD)
Expedia
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 $576 per night (USD)Expedia
- From $349 per night (USD)
VRBO
90sec walk to beach, quiet, sunny pool, clean, 500mb, solar system, PS4
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We have developed a comprehensive Safety / Cleaning / Sanitation Plan and work with an amazing team to ensure the home & ...
From $349 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Sandy Point 109 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Point 109 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC19-000084Distance to the Beac ...
From $257 per night (USD)Expedia
- From $597 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 $597 per night (USD)VRBO
- From $157 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 $157 per night (USD)VRBO
- From $240 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 $240 per night (USD)VRBO
- From $343 per night (USD)
VRBO
1 BR \/ 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perfect summer or winter hideaway!!! Located on Quiet Avenue E not busy Gulf Drive. Completely renovated one bedroom, o ...
From $343 per night (USD)VRBO
- From $397 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 $397 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Royal Palm: Pool, 2 Blocks to Beach, Close to Dining & Shopping by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
5701 Holmes Blvd, Unit A, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2 Blocks to the Beach! 2 B ...
From $277 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Tiki Cottage: 2.5 Blocks to Beach, Pool with Swim up Tiki Bar by Anna Maria Live Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tiki Cottage by Anna Maria Life Vacation Rentals 303 64th St, Unit B, Holmes Beach, FL 34217 2.5 Blocks to the Beach! ...
From $331 per night (USD)VRBO
- From $398 per night (USD)
Expedia
Happy Place: 1.5 Blocks to Beach, Pool Home, Florida Room by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Happy Place by Anna Maria Life Vacation Rentals 210 55th St, Holmes Beach, FL 34217 What You'll Love About This Home: L ...
From $398 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Chiki Tiki West: Eclectic Beach House, Tiki Bar & Pool, 2.5 Blocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
303 64th St, Unit A, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 3 Bed ...
From $276 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Castnetter Beach Resort 5
- 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 $336 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 $649 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 $649 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Casa Sierra 203B - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Sierra Resort is a private Mediterranean style four unit complex in Holmes Beach on beautiful Anna Maria Island. Th ...
From $214 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Sugaree - 2bedroom Private Pool Property in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Anna Maria Island vacation rental offers one king bed, two twin beds and a queen sleeper sofa all covered in premiu ...
From $255 per night (USD)Expedia
- From $667 per night (USD)
VRBO
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 $667 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Coconuts108 - GULFFRONT - 1BR\/1BA with pool - By Island Real Estate Vacations
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
“The Coconuts Beach Resort 108” is a 1 bed 1 bath beach front condo, nestled in the heart of Holmes Beach. Apart of the ...
From $313 per night (USD)Expedia
- From $341 per night (USD)
VRBO
Chapter 2: Renovated pool home, tiki hut and close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Chapter II Create some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater ...
From $341 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Adorable cottage just across the street from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage #2 By AMI Locals Condo in Holmes Beach, FL Located across the street from the Manatee Public Beach! Hi ...
From $226 per night (USD)Expedia
- From $955 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 $955 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Sunbow Bay 213 - gorgeous 2 bed\/2 bath condo in excellent location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You will enjoy this 2 bedroom/2 bath condo that is part of the well maintained Sunbow Bay Condominiums with a heated com ...
From $187 per night (USD)Expedia
- From $110 per night (USD)
VRBO
FLorida Lifestyle Can Be Yours
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2B/2Bath fully furnished condo just minutes from shopping and the BEACH. Natural light reigns from every corner. Expan ...
From $110 per night (USD)VRBO
- From $396 per night (USD)
Expedia
🌴”Kiwi Cottage at Holmes Beach” - Private Heated Pool +Spa+Walk to the Beach! 🌞
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kiwi Coastal Cottage is under new ownership and every space has been thoughtfully redecorated with a cozy coastal island ...
From $396 per night (USD)Expedia
- From $553 per night (USD)
VRBO
Island Retreat- Stunning 4 bedroom with private heated pool and walk to beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
At A Glance Luxury Island style home Two minute stroll to the beach Tropical heated pool/Tiki Bar West-facing, view of ...
From $553 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Two bedroom\/1 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 $251 per night (USD)Expedia
- From $807 per night (USD)
VRBO
Blue Water View- 6 bedrooms with amazing rooftop deck and private heated pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
At A Glance On our Professional Linen Service Program Beautiful Gulf water views, only 1 minute walk to the beach-locat ...
From $807 per night (USD)VRBO
- From $814 per night (USD)
Expedia
Enjoy pool and beach views! Perfect location on AMI!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconuts Gulf View #117 by AMI Locals Condo in Holmes Beach, FL Highlights: • Private Lanai with direct beach and pool ...
From $814 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Beach Charm Guest Cottage-Private & Quiet! 2024 & 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 $276 per night (USD)VRBO
- From $438 per night (USD)
Expedia
Sunny 3BR\/3BA Home. 8 Houses from Beach. Two Master Suites.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Private single family home on a quiet side street, 8 houses from the beautiful world-class beaches of Anna Maria Island. ...
From $438 per night (USD)Expedia
- From $883 per night (USD)
VRBO
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
A Pirate’s Dream by AMI Locals Home in Holmes Beach, Florida This grand, waterfront, four-bedroom, and three-and-a-ha ...
From $883 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Beach Beauty | Beautifully updated home, moments from the beach, with ping pong!
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $345 per night (USD)Expedia
- Click For Pricing
VRBO
Amazing Resort Sixty-Six, Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned ...
Click For PricingVRBO
- From $497 per night (USD)
VRBO
Wonderful location one house back from the beach. Sleeps 6, private heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
SEPTEMBER, OCTOBER, NOVEMBER (EXCLUDING THANKSGIVING) 4 GUESTS OR LESS STAY FOR $350 A NIGHT. I ABSOLUTELY LOVE THIS CH ...
From $497 per night (USD)VRBO
- From $744 per night (USD)
VRBO
Newly updated 2 bedroom condo on the beach block!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kitchen and Dining area, Living Room, Private Lanai with beach and pool views The view from this condo is absolutely fa ...
From $744 per night (USD)VRBO
- From $359 per night (USD)
Expedia
A Shore Thing - Relaxing Island Living , Large Heated Pool, Boat Lift
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beach house is "A Shore Thing" for creating fantastic vacation memories. This newly furnished ground level home is ...
From $359 per night (USD)Expedia
- Click For Pricing
VRBO
Comfortable and just-updated 1 bedroom beachfront condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Coconuts Beachfront #110! Highlights: -Newly remodeled with updated furniture and decor -Large bay of window ...
Click For PricingVRBO
- From $248 per night (USD)
Expedia
Bird of Paradise by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Bird of Paradise is a tr ...
From $248 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Palm Villa by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Palm Villa is a true isl ...
From $238 per night (USD)VRBO
- From $248 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 $248 per night (USD)VRBO
- Click For Pricing
Expedia
Dog Friendly Holmes Beach Condo with Pool - Palm Isle Village 3211 - By Island R
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Anna Maria Island. With ...
Click For PricingExpedia
- From $335 per night (USD)
Expedia
Lakeside Beach House 3\/2 Pool Home Outdoor Kitchen Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000807 The Lakeside Beach House is a wonderful newly renovated three bedroom, two bath home with a private heated ...
From $335 per night (USD)Expedia
- From $613 per night (USD)
VRBO
La Casa Costiera Blue Water - Newly Renovated, Top Floor Beachfront Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
AT A GLANCE: - La Casa Costiera Unit #6 Blue Water - Large balcony with Gulf views & spectacular sunsets - Newly renova ...
From $613 per night (USD)VRBO
- From $337 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 $337 per night (USD)VRBO
- Click For Pricing
Expedia
Fun and updated 1 bedroom condo! Beachfront complex with shared pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlights: -Direct access to the Pool Area ...
Click For PricingExpedia
- From $318 per night (USD)
Expedia
Vibrant retreat with pool, beach access, tennis, balcony, & stunning ocean views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf Place 19 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $318 per night (USD)Expedia
- From $245 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 $245 per night (USD)VRBO
- From $229 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 $229 per night (USD)VRBO
- From $329 per night (USD)
VRBO
BEACH FRONT, 2 Bd\/2 Bath, FREE WiFi & Trolley, Heated Pool and Awesome Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom ...
From $329 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Water-view condo near the beach with pools, dock, pickleball - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $340 per night (USD)Expedia
- From $502 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 MANATEE WATCH - A marvelous waterfront 3 bedroom/ ...
From $502 per night (USD)VRBO
- From $521 per night (USD)
Expedia
Sandy Turtle by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**The Gulf Place Condo pool will be closed for maintenance from 8/19 - 8/23.** Located on the tranquil beaches of Anna ...
From $521 per night (USD)Expedia
- From $438 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 $438 per night (USD)VRBO
- Click For Pricing
Expedia
Come relax in paradise under the palms with with private pool & Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise Palms East is a 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally loca ...
Click For PricingExpedia
- From $121 per night (USD)
VRBO
RELAX or WORK by The Gulf Enjoy the Beach, Pools & Pickleball Specials Available
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy beautiful sunrises over the inner coastal while relaxing in our bright and open two bedroom condo, with all of the ...
From $121 per night (USD)VRBO
- Click For Pricing
Expedia
Paradise Palms all you need for your beach getaway with private pool & Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise Palms West is a 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally loca ...
Click For PricingExpedia
- From $510 per night (USD)
VRBO
Gulf Front 1 Bedroom Condo - Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Coconuts Beachfront #112 Condo in Holmes Beach, Florida VRC21-000175 Your dream beach vacation awaits at Coconuts Beach ...
From $510 per night (USD)VRBO
- From $597 per night (USD)
Expedia
Mango Bay - Gorgeously Renovated Spacious Home w\/Pool, Spa, Game Room, Bikes, Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Mango Bay! On Anna Maria Island (Holmes Beach, FL) Gorgeously Renovated Spacious Home w/Pool, Spa, Game Room ...
From $597 per night (USD)Expedia
- From $515 per night (USD)
VRBO
Shady Palms - Genuine Gulf-Front House - Just One Step from Backyard to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Shady Palms is a clean and cozy beach cottage right on the beautiful Gulf of Mexico. Walk out the back door to a large s ...
From $515 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 $214 per night (USD)
VRBO
Hibiscus Villa by Beach Boutique Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Hibiscus Villa is a true ...
From $214 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Kiwi Cabana by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Kiwi Cabana! This 2 bed/2 bath totally private half duplex features a large heated pool in the heart of Holme ...
From $364 per night (USD)Expedia
- From $799 per night (USD)
VRBO
Golf Cart, Salty Shamrock by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 5, 2023! All Drivers must be ov ...
From $799 per night (USD)VRBO
- From $160 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 $160 per night (USD)VRBO
- From $188 per night (USD)
VRBO
WBC 212 Spacious 2\/2 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC20-000174 Westbay Cove 212 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $188 per night (USD)VRBO
- From $417 per night (USD)
Expedia
FANTASTIC, RENOVATED 2 BEDROOM HOME STEPS TO BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
3706 Gulf Drive, Holmes Beach, FL Anna Maria Island Fantastic, recently renovated home located just steps to the beach. ...
From $417 per night (USD)Expedia
- From $333 per night (USD)
VRBO
Island Beach Club 24
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 24 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. VRC16-000069 Max 1 veh ...
From $333 per night (USD)VRBO
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Expedia
Coconut Breeze by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Coconut Breeze is a beautifully renovated duplex only a short five-minute walk to the beach. Coconut Breeze is finished ...
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VRBO
- From $486 per night (USD)
Expedia
BAY PALMS - SPACIOUS POOL HOME WITH WONDERFUL AMENITIES. WALK TO A GREAT BEACH! A MUST SEE!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bay Palms..... Exceptional, newer 3 bedroom, 2.5 bath villa located just a short walk to the beach. This wonderful renta ...
From $486 per night (USD)Expedia
- From $370 per night (USD)
VRBO
AM I Dreaming: Heated Pool, Family Friendly Home, 3-min walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The vacation you have imagined finally becomes a reality. AM I dreaming is a bright and charming 3 bedroom, 2 bathroom c ...
From $370 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Sun Plaza West 105 - Two Bedroom condo, Sleeps 6- on the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AT A GLANCE Recently remodeled gulf front condo 2 Bedrooms and 2 Bathrooms with two balconies Complex equipped with a l ...
From $300 per night (USD)Expedia
- From $245 per night (USD)
VRBO
217 84th Street in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
217 84th Street - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC#20-000113Private Pool - Dis ...
From $245 per night (USD)VRBO
- From $333 per night (USD)
Expedia
Island Beach Club 22
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath, maximum occupancy of 4 people. VRC20-000254 ...
From $333 per night (USD)Expedia
- Click For Pricing
VRBO
LIME IN DE COCONUT- DOWNSTAIRS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
LIME IN DE COCONUT- DOWNSTAIRS..... Adorable, ground level two bedroom, two bath in a 2 unit cottage. Cheery beach de ...
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Expedia
WONDERFUL TOWNHOME WITH VIEWS OF THE GULF! 2 BEDROOM, 2.5 BATH WITH HEATED POOL AND EASY WALK TO TH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE SANDY OWL AT HOLMES BEACH Part of the Beach Townhouses complex, #107 The Sandy Owl sits directly across from Manatee ...
Click For PricingExpedia
- From $633 per night (USD)
VRBO
Sand Of Times-Beautiful 6 bedrooms with private pool\/spa with a water slide
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Sands of Time 6908 Holmes Blvd Holmes Beach, FL 34217 Sands of Time is a newly built 6 bedroom, 4.5 bathroom vacation ...
From $633 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Island Beach Club 21
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC16-000067 ...
From $341 per night (USD)Expedia
- From $415 per night (USD)
VRBO
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 $415 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Restored 1920's Anna Maria Island Cottage . 1 block to the beach with no roads to cross! Quaint, ch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
110 31st St., Holmes Beach, FL 34217 "Almost to the Beach" ... Charming, updated 1920's cottage with 2 bedrooms and 1 b ...
From $340 per night (USD)Expedia
- From $162 per night (USD)
VRBO
White Palm-2 bedroom monthly condo getaway awaits you with beautiful bay views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
At a Glance Newly redecorated condo located on the northeastern Bayfront of Anna Maria Island 2 bedrooms and 2 bathro ...
From $162 per night (USD)VRBO
- From $635 per night (USD)
Expedia
Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This home was lovingly updated Fall/Winter 2022-2023. New pics of the gorgeous improvements coming soon! If you are loo ...
From $635 per night (USD)Expedia