Holmes Beach Rentals
From $280 per night (USD)VRBO
Modern Beach House, 1 block from beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This charming Anna Maria Island Vacation Home is located just a few houses from the white sand beaches! Holmes Beach is ...
From $280 per night (USD)VRBO
From $1574 per night (USD)Expedia
Buena Vista #2: Luxury Beach Front Condo, Amazing Views, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Buena Vista #2 by Anna Maria Life Vacation Rentals 101 67th St #2, Holmes Beach, FL 34217 What You'll Love About This H ...
From $1574 per night (USD)Expedia
From $302 per night (USD)VRBO
Modern Beach House, 1 Block from beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This charming Anna Maria Island Vacation Home is located just a few houses from the white sand beaches! Holmes Beach is ...
From $302 per night (USD)VRBO
From $1039 per night (USD)Expedia
GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Glorious Daze! Our four bedroom/four bath private home is located along the sugary white sands of beautiful H ...
From $1039 per night (USD)Expedia
From $484 per night (USD)VRBO
Caribbean Surf managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
306 67th Street Unit B Holmes Beach, FL 34217 VRC 19-000277 🏝 Caribbean Surf by Beach Retreats Vacation Rentals 📍 Hol ...
From $484 per night (USD)VRBO
From $762 per night (USD)Expedia
307 65th Street managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
🏖 Island Escape by Beach Retreats Vacation Rentals 📍 307 65th St, Holmes Beach, FL 34217 🏡 VRC18-000047 Your dream ge ...
From $762 per night (USD)Expedia
From $218 per night (USD)VRBO
Breezy house with great location near beach, shopping & dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Guava Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $218 per night (USD)VRBO
From $638 per night (USD)Expedia
Ground Floor Luxury Home, very close to Beach, Heated Pool/Spa 🌴🌴🌴🌴
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ground Floor Luxury Home with Heated Pool/Spa, very close to Beach 🌴🌴🌴🌴 Welcome to the AMI Beach Home on beautiful ...
From $638 per night (USD)Expedia
From $325 per night (USD)VRBO
Island Getaway: Tropical Oasis Backyard, Pool, Dog Friendly, 1.5 blocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Getaway by Anna Maria Life Vacation Rentals 205 56th St., Holmes Beach, FL 34217 What You'll Love About This Hom ...
From $325 per night (USD)VRBO
From $404 per night (USD)Expedia
Retro Style Home with Large Pool Close to Downtown Holmes Beach and Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Gumbo Cottage located just 7 houses from the Gulf beaches of Anna Maria Island and a street away from downtow ...
From $404 per night (USD)Expedia
From $301 per night (USD)VRBO
Beachfront Bliss at Bamboo Apartments #2– A Hidden Gem on Anna Maria Island!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hello, Guest! Welcome to Bamboo Apartments, Apartment #2, part of our family-owned five-unit beachfront retreat featur ...
From $301 per night (USD)VRBO
From $289 per night (USD)Expedia
EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Renovated in 2025, bright, sunny, spacious and clean townhouse in a great location on Anna Maria Island, just a few minu ...
From $289 per night (USD)Expedia
From $232 per night (USD)VRBO
View of Beach from the deck, Walk to all , free WIFI.
- 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 $232 per night (USD)VRBO
From $683 per night (USD)Expedia
Beach View Retreat! 5BR Home with Pool, Spa, Rooftop Deck and Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Beach View Retreat by AMI Locals 4101 4th Ave, Holmes Beach, FL VRC19-000046 Welcome to Beach View Retreat, a five ...
From $683 per night (USD)Expedia
From $335 per night (USD)VRBO
Sun Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**Beach House, Sleeps 4, Easy walk to beach, Shops & Restaurants** Beautiful cozy cottage conveniently located in the h ...
From $335 per night (USD)VRBO
From $337 per night (USD)Expedia
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 $337 per night (USD)Expedia
From $255 per night (USD)VRBO
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 $255 per night (USD)VRBO
From $437 per night (USD)Expedia
Sunkissed by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunkissed is a beautiful, elevated townhome located in Holmes Beach-just a short stroll to the gorgeous white sandy beac ...
From $437 per night (USD)Expedia
From $262 per night (USD)VRBO
Sea Pirate 7 2/1 Condo Pool Just Steps To Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000815 Sea Pirate Condo #7, located at 3301 Gulf Drive in the heart of Holmes Beach is just across the street fro ...
From $262 per night (USD)VRBO
From $507 per night (USD)Expedia
Kickback Cabana managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
411 79th Street Holmes Beach, Fl 34217 VRC19-000189 NO CANCELATION FEES Cancellation Policy (Effective for reservations ...
From $507 per night (USD)Expedia
From $183 per night (USD)VRBO
Island Retreat by SeaBreeze Vacation
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Island Retreat where you can enjoy the tranquility of listening to waves, watching dolphins, coastal birds an ...
From $183 per night (USD)VRBO
From $395 per night (USD)Expedia
Lovely family condo with a private heated pool & Gulf view, close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Crab Shack Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $395 per night (USD)Expedia
From $454 per night (USD)VRBO
Relax at Bryant’s Beach Bungalow!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your getaway is only 400 steps from the beautiful beach! This spacious three-story home is designed for comfort, conveni ...
From $454 per night (USD)VRBO
From $244 per night (USD)Expedia
Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The cozy front porch of Gulf Winds B invites you to have your morning coffee or your evening cocktail and in the back ya ...
From $244 per night (USD)Expedia
From $216 per night (USD)VRBO
Beach Potato: Gulf View Condo, Pool, Steps to the beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beach Potato by Anna Maria Life Vacation Rentals 3404 Gulf Drive, #5, Holmes Beach, FL 34217 What You'll Love Ab ...
From $216 per night (USD)VRBO
From $308 per night (USD)Expedia
Barefoot Dreams: Dog Friendly, Private Pool,1 Block to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Barefoot Dreams by Anna Maria Life Vacation Rentals 201 76th St. East Unit B, Holmes Beach, FL 34217 What You'll Love A ...
From $308 per night (USD)Expedia
From $736 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 $736 per night (USD)VRBO
From $361 per night (USD)Expedia
BeachView Condo #8 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Beach View Condominum, #8 - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 7 people. VRC22-000101 Co ...
From $361 per night (USD)Expedia
From $312 per night (USD)VRBO
2 minute walk to the beach! Off the main road in a quiet and tropical setting
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
What you'll love about this home: - Location! 2 min walk to the beach - 3 Bedrooms / 2 full bathrooms - 1 King, 1 Que ...
From $312 per night (USD)VRBO
From $406 per night (USD)Expedia
Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tropical rear yard with private luxury heated Saltwater pool and hot tub/spa and spacious paved area plus large ground f ...
From $406 per night (USD)Expedia
From $264 per night (USD)VRBO
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Cottage By the Sea is a (no smoking) Unit within the charming Sea Pirate condo complex located on a tranquil and des ...
From $264 per night (USD)VRBO
From $319 per night (USD)Expedia
SS Salamander North | Steps to the Beach + Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
VRC16-000499 YOU CAN ALSO RENT THE ADJACENT PROPERTY Your Cozy Island Getaway in Holmes Beach Just one block from the ...
From $319 per night (USD)Expedia
From $311 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 $311 per night (USD)VRBO
From $349 per night (USD)Expedia
Your Own Oasis: A Tropical Retreat with Lagoon Style Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Own Oasis - An Island Retreat with Lagoon Style Pool, close to Bay and Beach Escape to "Your Own Oasis" on Anna Ma ...
From $349 per night (USD)Expedia
From $642 per night (USD)VRBO
She's Always Right - Pet Home w/ Pool, Spa, Steps to Beach & Prime AMI Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to She's Always Right! On Anna Maria Island (Holmes Beach, FL) Experience Island Luxury at She's Always Right, ...
From $642 per night (USD)VRBO
From $753 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 $753 per night (USD)VRBO
From $519 per night (USD)VRBO
Our Island Escape in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**ASK ABOUT LAST-MINUTE DEALS! Stay DIRECTLY on the beach in this gorgeous two-bedroom, two-bath condo! Our Island Esca ...
From $519 per night (USD)VRBO
From $348 per night (USD)Expedia
2 Bedroom / 2 Bath Ground Level With a Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for a Weekly rental located in the heart of Anna Maria Island at 305 61st St, Unit A, Holmes Beach, FL, ...
From $348 per night (USD)Expedia
From $289 per night (USD)VRBO
Coastal Chic Waterfront Condo Anna Maria Island Westbay Point 195 Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the charm of Anna Maria Island and its relaxed coastal lifestyle, just minutes from the beach. Enjoy fishing, ...
From $289 per night (USD)VRBO
From $562 per night (USD)Expedia
Beautiful home with fenced yard, heated pool, hot tub, and elevator!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Sand Castle by Anna Maria Island Accommodations Holmes Beach, FL 34217 VRC19-000022 Welcome to Sand Castle! Nestled in ...
From $562 per night (USD)Expedia
From $304 per night (USD)VRBO
Bamboo Breeze! Cozy Pool Retreat Near Shops!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bamboo Breeze by Anna Maria Island Accommodations 203 70th Street, Unit B (East Unit), Holmes Beach, Florida VRC16-00 ...
From $304 per night (USD)VRBO
From $203 per night (USD)Expedia
Holmes Beach Condo with Pool and Balcony! 3 Minutes to Beach - Seabreeze D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seabreeze D by Anna Maria Island Accommodations 403 39th Street Unit D, Holmes Beach, Florida 34217 VRC16-000111 Welco ...
From $203 per night (USD)Expedia
From $449 per night (USD)VRBO
Beautiful, Ground Level 4 bedroom/3 bath home, just a short block to the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Simply Chic 1.5 Blocks to Beach Beautiful, Ground Level 4 bedroom/3 bath home, just a short block to the beach. Beaut ...
From $449 per night (USD)VRBO
From $303 per night (USD)Expedia
Home with Private Backyard and Heated Pool - Gulf Breeze Villa B
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gulf Breeze Villa B by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000146 Gulf Breeze Vill ...
From $303 per night (USD)Expedia
From $772 per night (USD)VRBO
Tropical Pool, Sunset Views, Game Room - It's a Jungle Out There
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
It's a Jungle Out There by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC19-000173 It’s a Ju ...
From $772 per night (USD)VRBO
From $299 per night (USD)Expedia
Holmes Beach Vacation Home with Pool, Ping Pong, and Tiki Bar! 6 minutes to Beac
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Banana Cabana by Anna Maria Island Accommodations 318 64th Street, Holmes Beach, Florida 34217 Relax and unwind at Ban ...
From $299 per night (USD)Expedia
From $263 per night (USD)VRBO
Ground-level AMI Condo Near the Beach! Large heated pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Palm Cay 6 by Anna Maria Island Accommodations Holmes Beach Beachside Condo VRC16-000127 Welcome to Palm Cay 6, a cha ...
From $263 per night (USD)VRBO
From $716 per night (USD)Expedia
Luxury home with Pool, Spa, and Dock -Bayshores
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bayshores by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC18-000040 Welcome to Bayshores, a breat ...
From $716 per night (USD)Expedia
From $304 per night (USD)VRBO
Home with Private Pool and Hot Tub! 3 Blocks to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sand Dollar by Anna Maria Island Accommodations Holmes Beach Private Pool & Hot Tub with Bay and Beach Access VR16-000 ...
From $304 per night (USD)VRBO
From $240 per night (USD)Expedia
Condo with Pool! Near the Beach, Shops, and Dining! - Seabreeze A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seabreeze A by Anna Maria Island Accommodations Holmes Beach Family-Friendly Beach Retreat VRC16-000112 Welcome to Se ...
From $240 per night (USD)Expedia
From $446 per night (USD)VRBO
Beach Cottage! Walk to Dining, Shops and Island Trolley Stop
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beach Cottage by Anna Maria Island Accommodations 211 71st St, Holmes Beach, FL 34217 VRC16-000178 Welcome to Beach ...
From $446 per night (USD)VRBO
From $374 per night (USD)Expedia
Stay at Sun Daze: Private Pool, 3 Minutes to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sun Daze by Anna Maria Island Accommodations 126 51st St, Unit B Holmes Beach, FL 34217 VRC16-000103 Discover the perfe ...
From $374 per night (USD)Expedia
From $429 per night (USD)VRBO
Beautifully outfitted home with a heated pool and tropical backyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Seahorse Paradise 2.5 Blocks to Beach Highlights: • Heated Pool • Tropical Backyard • Large Covered Patio • Poolside ...
From $429 per night (USD)VRBO
From $381 per night (USD)Expedia
Enjoy Endless Fun with a Private Heated Pool at Key Largo Cottage!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Key Largo Cottage by Anna Maria Island Accommodations 315 62nd Street, Holmes Beach, Florida Discover the ultimate fam ...
From $381 per night (USD)Expedia
From $216 per night (USD)VRBO
Coastal Home with Heated Pool, Close to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Pineapple Palms by Anna Maria Island Accommodations 308 64th St, Holmes Beach, FL 34217 VRC17-000041 Welcome to Pineap ...
From $216 per night (USD)VRBO
From $642 per night (USD)Expedia
1.5 Blocks to Gulf Beaches, Private Heated Pool - No Bad Days
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
No Bad Days by Anna Maria Island Accommodations Home in Holmes Beach, FL VRC18-000057 Welcome to No Bad Days, an invit ...
From $642 per night (USD)Expedia
From $458 per night (USD)VRBO
Holmes Beach Gem! Pool, Grill & Game Room!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Attitude By Latitude by Anna Maria Island Accommodations Holmes Beach Vacation Home with Pool, Game Room, and Elevator ...
From $458 per night (USD)VRBO
From $274 per night (USD)Expedia
Heated Pool! Beautiful Condo, Close to Beach - Blue Lagoon 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Blue Lagoon 1 by Anna Maria Island Accommodations Holmes Beach Vacation Condo VRC16-000166 Welcome to Blue Lagoon 1, ...
From $274 per night (USD)Expedia
From $344 per night (USD)VRBO
Spacious family home with heated Pool and Spa, Close to Beach! - Shamrock Palms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Shamrock Palms by Anna Maria Island Accommodations Holmes Beach Vacation Home VRC16-000106 Welcome to Shamrock Palms, ...
From $344 per night (USD)VRBO
From $357 per night (USD)Expedia
Close to Beach! Home with Putting Green and Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Turtle by Anna Maria Island Accommodations 5704 Holmes Blvd, Holmes Beach, FL 34217 VRC16-000113 Welcome to Sea Tu ...
From $357 per night (USD)Expedia
From $258 per night (USD)VRBO
Beautiful Condo with Pool, Just Steps to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Palms 2 by Anna Maria Vacations 3302 6th Ave, Unit #2, Holmes Beach FL 34217 VRC16-000099 Welcome to The Palms 2, ...
From $258 per night (USD)VRBO
From $332 per night (USD)Expedia
Island Mojo! Family-Friendly Beach Escape!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Mojo by Anna Maria Island Accommodations Holmes Beach Pool Home with Hot Tub, Near Beach and Shops VRC16-00014 ...
From $332 per night (USD)Expedia
From $372 per night (USD)VRBO
Completely Updated Anna Maria Island Home with Private Pool: Peach Bellini
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Peach Bellini by Anna Maria Island Accommodations Holmes Beach Vacation Rental Welcome to Peach Bellini, your perfect ...
From $372 per night (USD)VRBO
From $716 per night (USD)Expedia
6 minutes to Beach! Screened-in and Heated Pool! - Seahorse Cove
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Seahorse Cove by Anna Maria Island Accommodations Holmes Beach Beachside Duplex VRC16-000109 Welcome to Seahorse Cove ...
From $716 per night (USD)Expedia
From $377 per night (USD)VRBO
Villa with Heated Pool and Swim-up Tiki Bar! Close to Beach - La Mer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
La Mer by Anna Maria Island Accommodations 313 58 Street, Unit A, Holmes Beach, Florida 34217 VRC18-000126 Welcome to ...
From $377 per night (USD)VRBO
From $600 per night (USD)Expedia
Perfect Vacation Home! Pool, Lounge, and Ping Pong
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage by Anna Maria Island Accommodations 310 68th St, Holmes Beach, FL 34217 VRC16-000159 Welcome to Coconu ...
From $600 per night (USD)Expedia
From $283 per night (USD)VRBO
Home with Private Pool, Two Blocks from the Beach! - Queen Palms
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Queen Palm by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC19-000042 Welcome to Queen Palm! Th ...
From $283 per night (USD)VRBO
From $757 per night (USD)Expedia
Canal Front Family Home with Private Dock and Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Jackie’s Cottage by Anna Maria Island Accommodations Holmes Beach Canal Front Retreat with Dock VRC18-000190 Welcome ...
From $757 per night (USD)Expedia
From $511 per night (USD)VRBO
Gorgeous Home with a Pool, Outdoor Lounge, and Elevator! Close to the Beach and
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ohana by Anna Maria Island Accommodations 4807 2nd Avenue, Holmes Beach, Florida 34217 Experience the perfect family v ...
From $511 per night (USD)VRBO
From $733 per night (USD)Expedia
Stunning Home with Pool, Tiki Bar, and Game Room! 2 Minute Walk to Beach - Marga
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Margarita-Ville by Anna Maria Island Accommodations 121 46th Street, Holmes Beach, Florida 34217 VRC16-000136 Experien ...
From $733 per night (USD)Expedia
From $176 per night (USD)VRBO
Beach Home with Pool Access and Private Patio with BBQ Grill! - Little Dream
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Little Dream by Anna Maria Accommodations Holmes Beach Cozy Beach Retreat VRC16-000139 Welcome to Little Dream! A cha ...
From $176 per night (USD)VRBO
From $478 per night (USD)Expedia
Beautiful home with pool, elevator, and ping pong table
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beach Retreat by Anna Maria Island Accommodations Home in Holmes Beach, FL 1 Block to Beach Highlights • 2-minute wa ...
From $478 per night (USD)Expedia
From $865 per night (USD)VRBO
Near the Beach with Balconies and Tiki Bar
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Two Pina Coladas by Anna Maria Island Accommodations Home in Holmes Beach, FL 1 Block to Beach Highlights: • Heated P ...
From $865 per night (USD)VRBO
From $650 per night (USD)Expedia
Gulf front condo with amazing views and beach access! - Palm Gables 112
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Palm Gables 112 by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC18-000128 Experience the epit ...
From $650 per night (USD)Expedia
From $1040 per night (USD)VRBO
Poseidon’s Palace! Family Fun & Gulf Views!
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
Poseidon’s Palace by Anna Maria Island Accommodations Luxury 8-Bedroom Retreat with Rooftop Deck, Pool, and Spa VRC16 ...
From $1040 per night (USD)VRBO
From $797 per night (USD)Expedia
Sea Oats: Anna Maria Island Family Retreat with Pool Just Steps from the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Sea Oats by Anna Maria Island Accommodations Home in Holmes Beach, Florida VRC16-000115 Welcome to Sea Oats, your ul ...
From $797 per night (USD)Expedia
From $365 per night (USD)VRBO
Vibrant Island Retreat with Pool, Tiki Table and Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ainsley Beach House by Anna Maria Island Accommodations 209 55th St, Holmes Beach, FL 34217 VRC16-000185 Welcome to ...
From $365 per night (USD)VRBO
From $391 per night (USD)Expedia
Coral Palms: 3BR Updated Rental with Private Pool near Gulf of Mexico Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coral Palms by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000157 Welcome to Coral Palms, a ...
From $391 per night (USD)Expedia
From $251 per night (USD)VRBO
Quiet Villa, Steps to Beach! Close To Trolley Stop and Shopping! - Sea Glass Vil
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Glass Villa by Anna Maria Island Accommodations Holmes Beach Oceanfront Retreat with Pool and Tiki Hut VRC20-00018 ...
From $251 per night (USD)VRBO
From $376 per night (USD)Expedia
Updated Home, 5 Houses from the Beach! Private Pool and Game Room! - Ocean's 77
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean's 77 by Anna Maria Island Accommodations Holmes Beach Beachside Retreat with Pool & Game Room 205 77th Street, U ...
From $376 per night (USD)Expedia
From $518 per night (USD)VRBO
Beautiful Villa near the Beach with Pool! - Mermaid's Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mermaid's Hideaway by Anna Maria Island Accommodations Holmes Beach Walkable Beachfront Home with Pool VRC16-000135 E ...
From $518 per night (USD)VRBO
From $323 per night (USD)Expedia
Family-Friendly Home, Steps from the Beach with Private Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Addison’s Beach House by Anna Maria Island Accommodations Holmes Beach Family Beach Retreat with Pool VRC16-000188 We ...
From $323 per night (USD)Expedia
From $410 per night (USD)VRBO
Gorgeous Villa, with Private Heated Pool and Tiki Bar
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Serendipity by Anna Maria Island Accommodations Holmes Beach Private Villa with Pool VRC16-000107 Welcome to Serendip ...
From $410 per night (USD)VRBO
From $256 per night (USD)Expedia
Perfect family vacation home with private pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aggies Treasure by Anna Maria Island Accommodations 203 70th St, Unit A (West Unit) Holmes Beach, FL 34217 One Block to ...
From $256 per night (USD)Expedia
From $413 per night (USD)VRBO
Beachfront Balcony, Stylish Gulf-View Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Palm Gables 110 by Anna Maria Vacations Holmes Beach Beachfront Condo 110 36th St, Holmes Beach, FL 34217 Welcome to ...
From $413 per night (USD)VRBO
From $241 per night (USD)Expedia
Canal front Cottage Near the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Stars on the Water by AMI Locals Canal Front Vacation Home with Dock near Manatee Beach VRC21-000115 Perfect for beac ...
From $241 per night (USD)Expedia
From $456 per night (USD)VRBO
Happy Island Cottage with Heated Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A 2000 sq/ft, 3 bedroom modern beach house with heated* and very private pool. A perfect location just steps from the be ...
From $456 per night (USD)VRBO
From $438 per night (USD)VRBO
Private Pool - Manna-Tee Beach House by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $438 per night (USD)VRBO
From $302 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 $302 per night (USD)VRBO
From $422 per night (USD)Expedia
Gulf Place Unit 10 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST-MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two-bedroom, two-bath u ...
From $422 per night (USD)Expedia
From $581 per night (USD)VRBO
Buddy’s Beach House Private Heated Pool and Spa- Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Buddy's Beach House, a completely remodeled, beachy chic getaway just 2 blocks to the beach. Stroll to the be ...
From $581 per night (USD)VRBO
From $424 per night (USD)Expedia
Fun family vacation home, just one block to the AMI beach. You'll love the pool!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Blue Pineapple by AMI Locals Home in Holmes Beach, Florida CAA20-000023 Paradise awaits at Blue Pineapple, a gorgeo ...
From $424 per night (USD)Expedia
From $743 per night (USD)VRBO
PRIVATE HOUSE and Pool on AMI. Close to beach, shopping, restaurants, marina.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
SALTY DOGS ON ANNA MARIA ISLAND IS WAITING FOR YOU! SALTY DOGS IS A SINGLE-FAMILY BEACH HOUSE. You get the entire h ...
From $743 per night (USD)VRBO
From $290 per night (USD)VRBO
Steps to Beach - Tropical Sunset 1 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo, recently ...
From $290 per night (USD)VRBO
From $380 per night (USD)VRBO
Coastal living at its finest! Inviting two bedroomwith Pool & Jacuzzi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your tranquil haven nestled in the heart of Anna Maria Island! This enchanting 2-bedroom, 2-bathroom residenc ...
From $380 per night (USD)VRBO
From $352 per night (USD)Expedia
Esxape to Paradise! Beachside retreat with shared pool spa. 5 min walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise. Serene 2-Bedroom Retreat with Pool and Jacuzzi Experience the epitome of modern comfort at this go ...
From $352 per night (USD)Expedia
From $415 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 $415 per night (USD)VRBO
From $359 per night (USD)Expedia
Coconuts 116 - Anna Maria Island - Condo -1 Bedroom/ 1 Bath- maximum...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Coconuts 116 - Anna Maria Island - 1 Bedroom/ 1 Bath - maximum occupancy of 6 people. VRC21-000194 Distance to the ...
From $359 per night (USD)Expedia
From $590 per night (USD)VRBO
Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sunsets on Carissa! On Anna Maria Island (Holmes Beach, FL) Experience Sunsets On Carissa – A Modern Coastal ...
From $590 per night (USD)VRBO
From $492 per night (USD)Expedia
Fins Up – AMI Cozy Island Retreat w/ Private Pool & 4-Min Walk To Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Fins Up! On Anna Maria Island (Holmes Beach, FL) Discover Fins Up, An AMI Island Getaway Where A Private Poo ...
From $492 per night (USD)Expedia