Holmes Beach Rentals
- From $558 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 $558 per night (USD)VRBO
- From $700 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 $700 per night (USD)VRBO
- From $374 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 $374 per night (USD)VRBO
- From $250 per night (USD)
VRBO
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 $250 per night (USD)VRBO
- From $260 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 $260 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Island Vibe 3: Close to Beach, 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 $320 per night (USD)VRBO
- From $330 per night (USD)
VRBO
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 $330 per night (USD)VRBO
- From $443 per night (USD)
VRBO
Wonderful location one house back from the beach. Sleeps 6, private heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Last minute cancellation 23rd March - 6th April. I ABSOLUTELY LOVE THIS CHARMING 1930’S CLASSIC BEACH COTTAGE TUCKED JU ...
From $443 per night (USD)VRBO
- From $229 per night (USD)
VRBO
Beach Charm Guest Cottage-Private, Tropical & Quiet! 2024 Bookings 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 $229 per night (USD)VRBO
- From $387 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 $387 per night (USD)Expedia
- From $209 per night (USD)
VRBO
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 $209 per night (USD)VRBO
- 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 $1095 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 $1095 per night (USD)VRBO
- From $999 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: Cancellations up to 30 days prior to arrival ...
From $999 per night (USD)Expedia
- From $165 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 $165 per night (USD)VRBO
- From $988 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 Cancellations up to 30 days prior to arrival result in a refund of 70% ...
From $988 per night (USD)Expedia
- From $180 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 $180 per night (USD)VRBO
- From $314 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 $314 per night (USD)VRBO
- From $330 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 $330 per night (USD)VRBO
- From $127 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 $127 per night (USD)VRBO
- From $595 per night (USD)
VRBO
Paradise Beach House managed by Beach Retreats
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
403 42nd Street, Holmes Beach FL 34217 VRC19-000276 Book with confidence: Cancellations up to 30 days prior to arrival ...
From $595 per night (USD)VRBO
- From $454 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 $454 per night (USD)Expedia
- From $561 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 $561 per night (USD)VRBO
- From $440 per night (USD)
Expedia
Emerald Bay managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
306 (A) Clark St - Holmes Beach - FL 34217 VRC17-000006 Book with confidence: Cancellations up to 30 days prior to arr ...
From $440 per night (USD)Expedia
- From $1289 per night (USD)
VRBO
Sizzling Summer Rates at Surf Side Beach House GULF VIEWS Elevator (Beach Retreats)
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
6605 Gulf Drive Holmes Beach, FL 34217 VRC19-00290 Book with confidence: Cancellations up to 30 days prior to arrival r ...
From $1289 per night (USD)VRBO
- From $440 per night (USD)
VRBO
AMI Villa by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Paradise - AMI Villa! Make this charming 3 bedroom, 3 bath Mediterranean beach villa your home away from home ...
From $440 per night (USD)VRBO
- From $120 per night (USD)
VRBO
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 $120 per night (USD)VRBO
- From $2000 per night (USD)
VRBO
Beachfront Cottage -Ground Floor, Family Friendly! Great location. Free wi-fi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You won't want to leave our cute and cozy gulf front cottage, which we've named 'Can't Wait'.... We are 'right on th ...
From $2000 per night (USD)VRBO
- From $199 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 $199 per night (USD)VRBO
- From $435 per night (USD)
Expedia
Turtle's Bay managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
306 Clark drive (B) Holmes Beach, FL 34217 VRC17-000009 Book with confidence: Cancellations up to 30 days prior to arri ...
From $435 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Salt Air East managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC19-000278 Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand ...
From $293 per night (USD)VRBO
- From $992 per night (USD)
Expedia
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: Cancellations up to 30 days prior to arr ...
From $992 per night (USD)Expedia
- From $613 per night (USD)
VRBO
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: Cancellations up to 30 days prior to arri ...
From $613 per night (USD)VRBO
- From $413 per night (USD)
Expedia
Crosswind Cottage managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
312 A 61st Street Holmes Beach, FL 34217 VRC19-000277 Book with confidence: Cancellations up to 30 days prior to arriva ...
From $413 per night (USD)Expedia
- From $525 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 $525 per night (USD)VRBO
- From $495 per night (USD)
VRBO
~ BEACHFRONT CONDO ~ LAST MIN SPECIAL ~ YES! THAT'S YOUR VIEW! ~
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**** DIRECT BEACHFRONT ~ SPECTACULAR SUNSETS ~ FREE WIFI**** **** NO DAILY RESORT FEES HERE!!! ~ BREATHTAKING VIEW AND ...
From $495 per night (USD)VRBO
- From $350 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 $350 per night (USD)VRBO
- From $174 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 $174 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Spectacular House With Gulf Views Only Steps To Beautiful Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. Brand new paint and flooring through ...
From $650 per night (USD)VRBO
- From $314 per night (USD)
VRBO
Anna Maria Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quaint and quiet Island cottage in Holmes Beach on Anna Maria Island just 3 blocks from the Island’s finest beach. The T ...
From $314 per night (USD)VRBO
- From $394 per night (USD)
VRBO
NO Busy Roads to Cross to Get to the Beach! Sleeps 6--Summer Rates Now!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
No Sharing! Single Family Home. HEATED POOL! Quick 5min walk to the Beach! No A&B sides and NO shared pools! No crossing ...
From $394 per night (USD)VRBO
- From $295 per night (USD)
VRBO
ADRIELSPLACE PARADISAIC OPEN DESIGN CANAL POOL DOCK KAYAK FISHING BIKES UPGRADES
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Adriel'sPlace is an open design, spacious beach house, located in a private sub-island within Anna Maria. A quiet golf ...
From $295 per night (USD)VRBO
- From $165 per night (USD)
VRBO
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 $165 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Bring your Boat to this Comfy Waterfront Canal Condo just 3 blocks to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With a private dock just 15' out the back door, you will wake up to fish jumping in the canal and Egrets waiting to eat ...
From $225 per night (USD)VRBO
- From $348 per night (USD)
VRBO
PRIVATE \/ NOT SHARED POOL, WALK TO BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful ground-level duplex offers three bedrooms (two king rooms and one twin room with two twin beds). The over ...
From $348 per night (USD)VRBO
- From $396 per night (USD)
VRBO
Island Vibe 1: Close to Beach, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Island Vibe 1, a renovated 3-bedroom, 2-bathroom home with private, heated pool and lots of lush tropical lan ...
From $396 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Quiet 3BDR House, Walk to Beach, Private Pool <br>
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private Island Home with heated pool! This is a single whole house. The walk to beach is 4-5 minutes! Call me to arrange ...
From $350 per night (USD)VRBO
- From $639 per night (USD)
VRBO
BEACHFRONT HOUSE DIRECTLY ON SOFT SUGAR WHITE SANDS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
An amazing beach house literally on the soft white sands of Holmes Beach on Anna Maria Island. As soon as you step out f ...
From $639 per night (USD)VRBO
- From $203 per night (USD)
VRBO
Beachside Pointe by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beachside Pointe! This sparkling clean and bright 2 bedroom condo is close to the beach and in the heart of i ...
From $203 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Good Life: Tropical pool home on canal with dock, boat ramp nearby!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Tropical 4 bedroom 2 bath home with heated pool is a mere 350 yards from the sugar sand beaches located on a Sportsman C ...
From $369 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Rooftop views of the gulf, view from unit, 1 minute walk to beach, heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NOTICE: We are a 7-night minimum stay rental property and licensed by the state of Florida. We are set up for Sat-Sat ...
From $265 per night (USD)VRBO
- Click For Pricing
Expedia
Tropical Beach Apartment - Sunny Patio - 75 Steps to Beach - Bamboo Apts. #3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrill ...
Click For PricingExpedia
- From $250 per night (USD)
VRBO
Island Retreat - 4 Bedroom with HEATED Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful Key West style home remodeled in 2003. 4 bedroom and 3.5 baths. Large master suite upstairs with it’s own dec ...
From $250 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrill ...
From $290 per night (USD)Expedia
- From $779 per night (USD)
VRBO
Footprints in the Sand managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
114 48th Street Holmes Beach, FL 34217 Book with confidence: Cancellations up to 30 days prior to arrival result in a r ...
From $779 per night (USD)VRBO
- From $184 per night (USD)
VRBO
Pelican Paradise by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Pelican Paradise! This 2 bedroom condo is close to the beach and in the heart of it all. *Features include* ...
From $184 per night (USD)VRBO
- From $775 per night (USD)
VRBO
Coastal Charm Meets Cottage Chic! Sparkling Pool\/Spa *4 Doors To The Beach*
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
TO ALLOW FOR PROPER CLEANING AND DISNFECTION OF PROPERTY BETWEEN STAYS EARLY CHECK-INS AND LATE CHECK-OUTS WILL BE UNAVA ...
From $775 per night (USD)VRBO
- From $392 per night (USD)
VRBO
1 Block to Beach on Private Lake Heated Pool, SPA 6937 Holmes Blvd.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
WE ONLY RENT FROM SATURDAY TO SATURDAY WITH A 7 NIGHT MINIMUM!! 6937 Holmes Blvd, Holmes Beach, FL 34217. Google us for ...
From $392 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Tranquil Anna Maria Island Resort, Unit 4... Only 4 units, all amenities!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
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 $325 per night (USD)VRBO
- From $216 per night (USD)
VRBO
Tranquil Anna Maria Island Resort, Unit 1... 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 $216 per night (USD)VRBO
- Click For Pricing
VRBO
Just a Stones Throw from the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This pet friendly (under 40 lbs) 2BR/1BA owner’s side of a duplex is less than 150 steps to the beach! The unit includes ...
Click For PricingVRBO
- From $251 per night (USD)
VRBO
Anthony Beach Cottages - Island Retreat Heated pool home w\/ 4 bedrooms 3 baths
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our Island Retreat cottage, situated 3 blocks from the beach and 2 blocks from the bay with a heated pool and secluded y ...
From $251 per night (USD)VRBO
- From $904 per night (USD)
VRBO
Prefect Beach Villa with private beach and heated pool. Gulf front at its's best
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
We have found our perfect spot on the beach. Unfortunately, only for holidays - the rest of the time you can take advant ...
From $904 per night (USD)VRBO
- From $332 per night (USD)
Expedia
Enjoy Sunsets at Fully Equipped 2BR\/2BA Duplex 2 shorts blocks by the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Anna Maria Island and her beautiful beaches which are a short, safe and quiet walk from this brand new sunny ...
From $332 per night (USD)Expedia
- From $533 per night (USD)
VRBO
The Canal House - Key Royale - 3 bedrooms\/ 2 baths
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Book direct with VRBO and Pam and avoid management company fees! * 30 Night minimum rental period per city code - conta ...
From $533 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Tranquil Anna Maria Island Resort, Unit 3... 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, & one two- ...
From $230 per night (USD)VRBO
- From $364 per night (USD)
VRBO
Anna Maria 2 Family Home w\/ pool, beach\/3 blocks.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Side B is being rented with private use of the pool and private use of all the fenced in area around the pool & unit. A ...
From $364 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Coastal Villa South | Cute and quirky ground-level Villa, so close to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This cute Villa in Holmes Beach is a perfect getaway nestled in a quiet neighborhood. Come relax for a week in this 2bed ...
From $181 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Awesome location, quiet neighborhood with a quick and easy walk to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Awesome location, quiet neighborhood with a quick and easy walk to the beach! This two-bedroom, two bath villa, minute ...
From $181 per night (USD)VRBO
- From $243 per night (USD)
VRBO
SHORT WALK TO BEACH. HEATED POOL. OVERLOOKS NATURE PRESERVE. BRILL LOCATION!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Brilliant location! As seen on 'A Place in the Sun' Channel 4 UK TV programme! Perfectly designed for sharing with fa ...
From $243 per night (USD)VRBO
- From $195 per night (USD)
VRBO
120 m² condominium with nice afternoon sun
- Bedrooms:
- 3
- 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 $195 per night (USD)VRBO
- From $667 per night (USD)
VRBO
Direct Beachfront Cottage On Gulf Of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This two story gulf front private home has 3 bedroom/2 baths with fun Carribean decor. This ground level home allows you ...
From $667 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Perfect Island Hideaway... private, heated pool, 5 min walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sandy Palms…. You’ll love this updated classic Florida beach house. On a quiet street and close to everythi ...
From $500 per night (USD)VRBO
- From $411 per night (USD)
Expedia
Paradise Palms: 4 BR, 2 BA House in Holmes Beach, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Beautifully decorated 3 bedroom/2 bath ground level home plus Den and 2 car garage. Spectacular unsurpassed tropical lan ...
From $411 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Beach House Ultimate pool Family Vacation Home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a privately owned side by side property, nothing is shared . Private driveway/ garage / Pool and fenced in back ...
From $199 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Gulf Sands 103, 2B\/2B Beachfront condo on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly remodeled. Beautiful turquoise Gulf of Mexico waters, 7 miles of white sand beach, your own private balcony overl ...
From $279 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Townhouse\/ 125 Steps to the Gulf of Mexico. We welcome long term guests.
- Bedrooms:
- 2
- 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 $230 per night (USD)VRBO
- From $239 per night (USD)
VRBO
Tropical Paradise On The Beach Permit VRC17-000168
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This quaint cottage is located "on the beach" - 3007 Avenue F Unit 4 at 30th Street on beautiful Holmes Beach. It is t ...
From $239 per night (USD)VRBO
- Click For Pricing
VRBO
Gulf Front one bedroom during the New Years holiday 12\/29 through 1\/3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Anna Maria Island's Homes Beach is like a peaceful desert island, but with every amenity. If you ling for civilization, ...
Click For PricingVRBO
- From $1377 per night (USD)
Expedia
Above it All: Rooftop Deck Gulf Views, Pool, 5 Homes to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
111 81st St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 5 Houses to the Beach! West of Gulf Dr ...
From $1377 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Cozy condo with Bay views - 1 block from Holmes Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bay View by the Sea - a SkyRun Anna Maria Property Did you know that there was a study done and if water is visible f ...
From $156 per night (USD)VRBO
- From $515 per night (USD)
Expedia
Beautiful Elevated Home with new pool, just steps to beach access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You, Me and the Sea AMI by Anna Maria Island Locals Home in Holmes Beach, FL Highlights • 1-minute walk from the beach ...
From $515 per night (USD)Expedia
- From $814 per night (USD)
VRBO
At Ease East & West: A tropical rental 1\/2 block from the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Location, location, location! What more could you want from a beach house then a gorgeous pool and a half block stroll t ...
From $814 per night (USD)VRBO
- Click For Pricing
Expedia
Spacious coastal home with private pool and elevator
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Kai Blue by AMI Locals Home in Holmes Beach, FL Features: • Private heated pool • Elevator • Beach chairs, Beach Cart f ...
Click For PricingExpedia
- From $727 per night (USD)
VRBO
Coral Beach by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Coral Beach! This beautiful 4-bedroom, 3-bathroom pool home comfortably accommodates eight guests. Fro ...
From $727 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Sea Salt -Beautiful 3 bedroom with private pool & short walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sea Salt Sea Salt is a beauty! Nestled in the heart of Holmes Beach-just a short 5-minute walk to the world- ...
From $450 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Villa-style condo with pool on the beach - Condo 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the ...
From $238 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Villa-style condo with pool and beach access - Condo 8
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you are looking for a great place to stay in Anna Maria Island and want to be close to the beach you will love these ...
From $257 per night (USD)VRBO
- From $741 per night (USD)
VRBO
Coconut Cottage: Newly Renovated, Pool & Spa,1 Block to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
207 67th St., Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1 Block to the Beach! 3 Bedrooms / 3 ...
From $741 per night (USD)VRBO
- From $416 per night (USD)
Expedia
Turtle Tyme 2: 1.5 blocks to beach! Private Pool, 3 Putting Greens by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
203 73rd St, Holmes Beach, FL 34217 What You'll Love About this Home: Location! 1 Block to the Beach! 2 Bedrooms / 2 Ba ...
From $416 per night (USD)Expedia
- From $177 per night (USD)
VRBO
West Bay Point & Moorings
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
West Bay Point Moorings 286 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 4 people. VRC#22-000239 ...
From $177 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Island Vibe 4: Close to Beach, Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Island Vibe 4, a newly renovated ground-level, 3-bedroom, 3-bathroom single-family home with a private, heate ...
From $475 per night (USD)VRBO
- From $492 per night (USD)
VRBO
Remodeled 2024! Beach Front, Ocean Views, Heated Pool, Tennis and Beach Deck!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our vacation home “Almost Heaven”! We believe you will agree with our name once you visit this gem on Anna M ...
From $492 per night (USD)VRBO
- From $145 per night (USD)
Expedia
Coastal 2BDRM Townhouse 100 Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Beach House 102! This sparkling clean and bright 2 bedroom condo is directly across the street from the beach ...
From $145 per night (USD)Expedia
- From $194 per night (USD)
VRBO
Enjoy Sunsets at Fully Equipped 2BR at the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beach House 104! Wake up in this bright townhome located right in the heart of Holmes Beach, just steps from ...
From $194 per night (USD)VRBO
- From $849 per night (USD)
Expedia
Full duplex steps from beach with 2 pools, separate living areas, AC & 2 W\/Ds
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Ariel's Island Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $849 per night (USD)Expedia
- From $2120 per night (USD)
VRBO
Beachfront Beauty heated pool weekly only
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience a week stay of Beachfront Bliss in this North End Anna Maria Island Private Home. Step out your back door on ...
From $2120 per night (USD)VRBO
- From $710 per night (USD)
Expedia
La Plage #1: Gulf Views! Heated Pool & Spa! Elevator by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
6430 Gulf Dr, #1, Holmes Beach, FL 34217 What You'll Love About This Home: Location! La Plage Resort is Gulf Front! Ste ...
From $710 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Breezes Beach House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
THREE MINUTE WALK TO THE BEACH!!!The whole group will be comfortable in this spacious and unique accommodation. Breezes ...
From $500 per night (USD)VRBO
- From $441 per night (USD)
Expedia
Beach Front Condo Sea View Play at Gulf Place
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A picture is worth a thousand words, and you'll have plenty of photo-ops from your spacious, screened-in, second story b ...
From $441 per night (USD)Expedia