Holmes Beach Rentals
From $696 per night (USD)VRBO
TROPICAL TREEHOUSE - 6250
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Premier local manager, Destination Paradise welcomes you to “Tropical Treehouse” on Anna Maria Island… a cozy resort sty ...
From $696 per night (USD)VRBO
From $735 per night (USD)Expedia
One Of The Most Unique Homes in Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Property Summary Property Ref: AMI_5000R | Happy Place | 5601 Flotilla Dr, Holmes Beach, Fl *Minimum of 30 Nights Requi ...
From $735 per night (USD)Expedia
From $624 per night (USD)VRBO
Large pool home just steps from the Gulf, fully renovated, family friendly, WIFI
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
King Crab Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $624 per night (USD)VRBO
From $623 per night (USD)Expedia
Full complex perfect for families with private pool and just steps to the Gulf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Gertie's Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $623 per night (USD)Expedia
From $235 per night (USD)VRBO
Island Vacay -1 Block Walk/quiet street to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Vacations can be exciting and so overwhelming. Don’t worry, we’re here to help. Pack your bags and get ready to enjoy ...
From $235 per night (USD)VRBO
From $279 per night (USD)Expedia
1 Block WALK on QUIET street to beach/food/fun
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Dreaming of an island vacation? This unit with its PRIVATE entrance is part of a 3 unit complex. These units only share ...
From $279 per night (USD)Expedia
From $861 per night (USD)VRBO
Tipsy Turtle! Canal w/boat lift & walk to beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Come experience luxury and relaxation at its finest in this stunning waterfront home. With 80 feet of water frontage, th ...
From $861 per night (USD)VRBO
From $523 per night (USD)Expedia
Anna Maria Island Retreat with Private Pool! 2 minutes from the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Glass by Anna Maria Island Accommodations Holmes Beach Beachside Retreat with Private Pool Welcome to Sea Glass, ...
From $523 per night (USD)Expedia
From $319 per night (USD)VRBO
Island Time - 2 Minute Walk To The Beach & Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom two bathroom condo just steps to the beach! The living and dining areas open on to a screened lanai with po ...
From $319 per night (USD)VRBO
From $807 per night (USD)Expedia
Holmes Beach Retreat: Spacious Beachside Haven with modern amenities
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Holmes Away from Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $807 per night (USD)Expedia
From $427 per night (USD)VRBO
Best Little Beach House on Anna Maria Island! With a pool & steps to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is the Best Little Beach House on Anna Maria Island...with a pool. Make yourself at home in this welcoming 1-bedro ...
From $427 per night (USD)VRBO
From $215 per night (USD)Expedia
Monthly Stay, Cozy Lanai and Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bertie’s Nest by Anna Maria Vacations Holmes Beach Vacation Condo 6500 Flotilla Dr, Unit 212, Holmes Beach, FL 34217 ...
From $215 per night (USD)Expedia
From $293 per night (USD)VRBO
⚓Hidden Treasure Unit A! Modern duplex w/shared pool just 200 steps to the beach!⚓
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Hidden Treasure Unit A! ⚓ .1 Miles to Holmes Beach ⚓ ...
From $293 per night (USD)VRBO
From $293 per night (USD)Expedia
⚓Hidden Treasure Unit B! Modern duplex w/shared pool just 200 steps to the beach!⚓
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Hidden Treasure Unit B! ⚓ .1 Miles to Holmes Beach ⚓ Shared Heated Pool ⚓Walk to Manatee Public Beach, ...
From $293 per night (USD)Expedia
From $882 per night (USD)VRBO
Coastal Breeze in Holmes Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Coastal Breeze on beautiful Anna Maria Island. This vibrant four-bedroom, three-bathroom island retrea ...
From $882 per night (USD)VRBO
From $536 per night (USD)Expedia
Escape to Mango Tango! 4-Min Walk to Beach, Private Pool and BBQ on Anna Maria!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Mango Tango by Anna Maria Island Accommodations Holmes Beach Family Retreat with Pool and Beach Access 145 50th Street ...
From $536 per night (USD)Expedia
From $717 per night (USD)VRBO
Surfer's Dream- 4 bedroom close to beach
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Surfer’s Dream 212 72nd Street, Holmes Beach, FL 34217 What you will love about this property: • New construction home w ...
From $717 per night (USD)VRBO
From $494 per night (USD)Expedia
One Block to Beach, Luxury Home, BEACH Essentials, WIFI, Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Experience Anna Maria Island at 203 By The Sea. Just a block from the beach, this beautifully designed home offers the p ...
From $494 per night (USD)Expedia
From $519 per night (USD)VRBO
Family Beach Oasis - 3 Blocks to Beach + Game Room!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Just 3 blocks to the beach & steps to the canals! Bring the whole crew to this bright & breezy 3-bed, 3 bath beach house ...
From $519 per night (USD)VRBO
From $372 per night (USD)Expedia
⚓Mermaid Sunset! Coastal beach home w/pool 200 steps to beach!⚓
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Mermaid Sunset! ⚓Private Heated Pool/ Spa ⚓200 steps to Holmes Beach ⚓Beach Chairs & Wagon Available for use ...
From $372 per night (USD)Expedia
From $701 per night (USD)VRBO
Fairwinds: Tropical Getaway. Pool, Hot Tub, Game Room & Steps to Gulf Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Fairwinds, the perfect vacation getaway! This spot has everything you need for a relaxing escape, starting wi ...
From $701 per night (USD)VRBO
From $216 per night (USD)Expedia
Cheerful Island Bungalow, Lanai and Walk to Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ob La Di Ob La Da by Anna Maria Island Accommodations Holmes Beach Vacation Home 442 62nd St, Holmes Beach, FL 34217 ...
From $216 per night (USD)Expedia
From $565 per night (USD)VRBO
Tropical Oasis| Pool, Hot Tub, Game Room & 7 Minute Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Get ready for laid-back luxury! This fun and breezy 4-bedroom, 2.5-bath Holmes Beach retreat has everything you need for ...
From $565 per night (USD)VRBO
From $329 per night (USD)Expedia
Pet-Friendly, Pool, Walk to Holmes Beach, Incredible Value
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Let the warm coastal breeze wash over you as you rise above the ordinary at Holmes Hideaway—an inviting island retreat j ...
From $329 per night (USD)Expedia
From $272 per night (USD)VRBO
Pet-Friendly, Pool, Walk to The Holmes Beach With Incredible Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Breathe in the island breeze and let the rhythm of the coast reset your soul at Holmes Getaway—a sunny, elevated escape ...
From $272 per night (USD)VRBO
From $559 per night (USD)Expedia
Holmes Beach Home With Private Pool, Pet-Friendly, Steps to Beach, Sleeps 12
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Step into your own secluded slice of paradise where the ocean breeze whispers “relax,” and every detail invites you to u ...
From $559 per night (USD)Expedia
From $412 per night (USD)VRBO
Walk to Gulf: Luxe Luau-Themed Gem in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly Remodeled | Family Friendly | Al Fresco Dining | BBQ Ready Enjoy a one-of-a-kind stay in the Sunshine State at th ...
From $412 per night (USD)VRBO
From $425 per night (USD)Expedia
DIRECT GULF-FRONT 2BR/2BA Condo with Pool & Tennis – By Island Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*Please Note: Exterior painting and roofing projects are scheduled between Sept 22–Dec 31, 2025. Work may cause noise or ...
From $425 per night (USD)Expedia
From $236 per night (USD)VRBO
Bayside relaxing five minutes walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Holmes Beach, this welcoming vacation home lets you experience it all. Anna Maria Sound is just steps away ...
From $236 per night (USD)VRBO
From $947 per night (USD)Expedia
Blue Oasis Retreat: A Dual Anna Maria Island Paradise!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Blue Oasis Retreat by AMI Locals 401 72nd Street, Holmes Beach, FL 34217 Welcome to Blue Oasis Retreat, a gorgeous du ...
From $947 per night (USD)Expedia
From $1291 per night (USD)VRBO
One House from Beach! Rooftop, Pool and Game Room
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Salty Margarita by AMI Locals 106 81st St | Holmes Beach, Florida 34217 Welcome to Salty Margarita, a stunning thre ...
From $1291 per night (USD)VRBO
From $181 per night (USD)Expedia
Sunshine Siesta - Sunny 2BR Escape, Steps from the Sand
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Top Reasons to Book this Island Getaway: - Prime Location in the Heart of Holmes Beach - Minutes to Anna Maria Island’s ...
From $181 per night (USD)Expedia
From $1026 per night (USD)VRBO
Luxury 3BD Beachfront Retreat with Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Sandy Bottoms Beach House is a luxury Gulf-front retreat where modern comfort meets Florida’s natural beauty. W ...
From $1026 per night (USD)VRBO
From $491 per night (USD)Expedia
Fancy That: Pool, Putting Green, 1.5 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
209 77th St, Holmes Beach, FL 34217 What You'll Love About This Home: Ideal Location! 1.5 Blocks to the Beach! 3 Bedroo ...
From $491 per night (USD)Expedia
From $277 per night (USD)VRBO
Charming Beachside Condo – Palm Isle Village | Island Real Estate
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind in island comfort at Palm Isle Village 3208, a beautifully maintained 2-bedroom, 1-bath condo just steps from the ...
From $277 per night (USD)VRBO
From $286 per night (USD)Expedia
Beachfront Gulf Views 2BR 2BA with pool and elevator -just steps to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Relax in Comfort at Your Beachside Getaway! Welcome to your cozy coastal retreat! This beautiful two-bedroom, two-bathro ...
From $286 per night (USD)Expedia
From $403 per night (USD)VRBO
83rd St Villas West by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 83rd St Villas West! A stunning ground-level vacation villa just a 6-minute walk from the beach! With two bed ...
From $403 per night (USD)VRBO
From $283 per night (USD)Expedia
Beachfront Balcony, Cozy Dog-Friendly Escape
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Mermaid’s Retreat by Anna Maria Island Accommodations Holmes Beach Vacation Condo 104 29th St Unit 3, Holmes Beach, FL ...
From $283 per night (USD)Expedia
From $411 per night (USD)VRBO
Beached Inn by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Vacation like an Islander in our lovely three-bedroom pool home located two blocks from the sugar sand beaches of Anna M ...
From $411 per night (USD)VRBO
From $343 per night (USD)Expedia
Honu Hale: Enjoy your tropical getaway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Honu Hale by Anna Maria Island Accommodations 306 55th St, Holmes Beach, FL 34217 Welcome to Honu Hale, your tropical i ...
From $343 per night (USD)Expedia
Click For PricingVRBO
Just Listed! 3600 SF Spacious Home, Large Pool & Steps to the Sand
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
This home is proudly managed by Beach Life Rentals & Sales on Anna Maria Island. We offer flexible booking options—send ...
Click For PricingVRBO
From $285 per night (USD)Expedia
Gulf View Getaway | Sand & Sunset Views Daily!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Gulf View Getaway, your relaxing island retreat where breathtaking Gulf views and unforgettable beachside mem ...
From $285 per night (USD)Expedia
From $763 per night (USD)VRBO
Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the waterslide heated pool home! Perfect for adults & kids of all ages. Owner managed. This exceptional 4 bed, 6 & ...
From $763 per night (USD)VRBO
From $311 per night (USD)Expedia
Gulf Breeze in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to "Gulf Breeze" Your Island Retreat in Holmes Beach Looking for your perfect island escape? "Gulf ...
From $311 per night (USD)Expedia
From $203 per night (USD)VRBO
Sandy Pointe 202 - 2BR Island Condo - by Island Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise at Sandy Pointe 202, a bright and breezy 2-bedroom, 2-bathroom condo located on the second floor in t ...
From $203 per night (USD)VRBO
From $729 per night (USD)Expedia
Spacious 4BR Beach Home w/ Private Pool & Spa, Steps to Sand, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Salty Shamrock, now proudly managed by Adored Luxe Getaways. This 5-star retreat blends coastal design with t ...
From $729 per night (USD)Expedia
From $420 per night (USD)VRBO
Island Vibe 7
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Welcome to Island Vibe 7, a newly renovated ground-level, 4-bedroom, 3-bathroom single-family home with a private, he ...
From $420 per night (USD)VRBO
From $330 per night (USD)VRBO
AMI paradise - GREAT for long stays!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Escape to this 3BR, 2BA island oasis just a 5-min walk to Holmes Beach! Enjoy spacious indoor/outdoor living, S ...
From $330 per night (USD)VRBO
From $230 per night (USD)VRBO
Peaceful Monthly Escape with Private Pool and Tranquil Garden Patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Retreat Royale by Anna Maria Accommodations 604 Ambassador Ln, Holmes Beach, FL 34217 VRC19-000265 Welcome to Retr ...
From $230 per night (USD)VRBO
From $1129 per night (USD)Expedia
Beach Front Condo with Pool and Sunset Views! - LaPlage 7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
LaPlage #7 by Anna Maria Vacation Holmes Beach Gulf Front Luxury Condo VRC16-000082 Experience the ultimate Florida e ...
From $1129 per night (USD)Expedia
From $1037 per night (USD)VRBO
Canal front Home with Private Pool, Dock, and Game Room! Close to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Dolphin Daze by Anna Maria Island Accommodations Holmes Beach Canalfront Home with Pool VRC20-000147 Welcome to Dolph ...
From $1037 per night (USD)VRBO
From $417 per night (USD)Expedia
3-bedroom North beach village paradise, only 5 minute walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the gorgeous island of Annmaria and enjoy all it has to offer. Nestled in Holmes Beach, this delightful townho ...
From $417 per night (USD)Expedia
From $288 per night (USD)VRBO
Charming 2-bedroom condo in brilliant Holmes Beach with AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your cozy getaway awaits in Holmes Beach at this fabulous condo. With 2 bedrooms featuring a king and queen bed, 2 bathr ...
From $288 per night (USD)VRBO
From $1931 per night (USD)Expedia
Linefish Coastal Calm / Holmes Beach • Pool • Ocean Views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Serene beachfront retreat nestled along the sparkling shores of the Gulf. Wake up each morning to panoramic gulf views, ...
From $1931 per night (USD)Expedia
From $480 per night (USD)VRBO
Luxurious beachfront condo, gorgeous top-floor Gulf views, heated pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our 2-bedroom, 2-bath, beachfront condo on Anna Maria Island is perfect for your dream escape to a tropical paradise. Un ...
From $480 per night (USD)VRBO
From $565 per night (USD)Expedia
LivingGood by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy vacation bliss at this completely remodeled island pool home called LivinGood! The house features the perfect blen ...
From $565 per night (USD)Expedia
From $284 per night (USD)VRBO
Seabreeze Sanctuary: 2BR/2BA Waterfront Condo - Stunning Views & Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in this bright 2BR/2BA condo with stunning bay views in the sought-after Westbay Point & Moorings community. Enjoy ...
From $284 per night (USD)VRBO
From $445 per night (USD)Expedia
Mermaid's Haven, perfect getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights/Resort-Style Amenities: - 3 minute walk to beautiful white sand beach and Publix Grocery Store/Liquor Store ...
From $445 per night (USD)Expedia
From $303 per night (USD)VRBO
Charming Anna Maria Island Condo - Short Walk To The Beach - Shell Yeah
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Shell Yeah! Professionally managed by Gulf Coast Vacation Rentals, this stunning 3-story townhouse is located ...
From $303 per night (USD)VRBO
From $382 per night (USD)Expedia
Beachfront Escape at Martinique South: 2BR/2BA Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Martinique 505 South ***RESERVATIONS MUST BE MADE AT LEAST 30-DAYS PRIOR TO CHECK-IN*** Soak in breathtaking views of th ...
From $382 per night (USD)Expedia
From $757 per night (USD)VRBO
Thanksgiving Availability!NEW Gorgeous Beach House!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This brand new beach house on Anna Maria Island is a stunning retreat, featuring 4 spacious bedrooms and 4.5 elegantly d ...
From $757 per night (USD)VRBO
From $775 per night (USD)Expedia
Thanksgiving and Christmas Availability! NEW Beach House!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Colony, a stunning vacation rental on Anna Maria Island, designed to capture the essence of Palm Beach li ...
From $775 per night (USD)Expedia
From $334 per night (USD)VRBO
Cozy Beach Cottage, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Charming 3bed/2bath, pet friendly beach cottage in the PERFECT LOCATION! Just 1 block to the beach. This impecc ...
From $334 per night (USD)VRBO
From $526 per night (USD)Expedia
Calico AMI – Steps to Sand, Family Paradise!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Are you dreaming of mornings by the pool and evenings watching sunsets on the sand? Are you travelling with little ones ...
From $526 per night (USD)Expedia
From $525 per night (USD)VRBO
Beach Dream Cottage by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🌴 Beach Dream Cottage by Beach Retreats Vacation Rentals 📍 5605 Carissa St Unit A, Holmes Beach 🏖 VRC16-000637 Escape ...
From $525 per night (USD)VRBO
From $1149 per night (USD)VRBO
Serene Coastal Villa w/ Kitchen & Marina Access Near Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Unwind on Anna Maria Island—pristine beaches, turquoise Gulf waters, and iconic piers just minutes away. Stroll Bridge S ...
From $1149 per night (USD)VRBO
From $1311 per night (USD)VRBO
Marina-View Coastal Retreat – Perfect for Family Island Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Unwind on Anna Maria Island—pristine beaches, turquoise Gulf waters, and iconic piers just minutes away. Stroll Bridge S ...
From $1311 per night (USD)VRBO
From $1229 per night (USD)VRBO
Marina-Side 2BR Haven – Walk to Beach, Fully Equipped Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Unwind on Anna Maria Island—pristine beaches, turquoise Gulf waters, and iconic piers just minutes away. Stroll Bridge S ...
From $1229 per night (USD)VRBO
From $371 per night (USD)VRBO
Blue Lagoon 6: 5 Minute Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Blue Lagoon 6, By Anna Maria Island Accommodations 215 67th Street, Holmes Beach, FL Welcome to Blue Lagoon 6, a charmi ...
From $371 per night (USD)VRBO
From $1149 per night (USD)VRBO
Explore Anna Maria Island from a Spacious Water-View Two-Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Unwind on Anna Maria Island—pristine beaches, turquoise Gulf waters, and iconic piers just minutes away. Stroll Bridge S ...
From $1149 per night (USD)VRBO
From $1229 per night (USD)VRBO
Family-Friendly 2BR Villa w/ Water Views + Relaxing Vibes
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Unwind on Anna Maria Island—pristine beaches, turquoise Gulf waters, and iconic piers just minutes away. Stroll Bridge S ...
From $1229 per night (USD)VRBO
From $1311 per night (USD)VRBO
Spacious 2BR Villa Near Anna Maria Island Beach – Ideal for Families
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Unwind on Anna Maria Island—pristine beaches, turquoise Gulf waters, and iconic piers just minutes away. Stroll Bridge S ...
From $1311 per night (USD)VRBO
From $333 per night (USD)VRBO
SeaCrest AMI new rental! 4 houses from beach access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Seacrest on AMI! You will fall in love with this cozy tropical 2 bedroom, 2 bath home situated on a quiet str ...
From $333 per night (USD)VRBO
From $291 per night (USD)Expedia
Steps from Beach, Heated Pool & Tropical Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book: - Prime Holmes Beach location, short stroll to the Gulf - Heated community pool on-site - Pet Frien ...
From $291 per night (USD)Expedia
From $630 per night (USD)VRBO
Sunset & Sand, managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
✨ Sunset and Sands by Beach Retreats Vacation Rentals ✨ 📍 200 81st Street, Holmes Beach, FL 34217 🏖 VRC17-000117 Welc ...
From $630 per night (USD)VRBO
From $486 per night (USD)Expedia
Beachside Condo, Anna Maria FL, King Bed 2nd Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Escape to our beachy one-bedroom apartment, perfect for families seeking a relaxing getaway on beautiful Holme ...
From $486 per night (USD)Expedia
From $409 per night (USD)VRBO
Beachfront Condo | Anna Maria FL | Unit 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Escape to our beachy one-bedroom apartment, perfect for families seeking a relaxing getaway on beautiful Holme ...
From $409 per night (USD)VRBO
From $430 per night (USD)Expedia
Beachside Condo, Anna Maria FL, King Bed 1st Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Escape to our beachy one-bedroom apartment, perfect for families seeking a relaxing getaway on beautiful Holme ...
From $430 per night (USD)Expedia
From $459 per night (USD)VRBO
Beachside Condo, Anna Maria FL, King Bed 2nd Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Escape to our beachy one-bedroom apartment, perfect for families seeking a relaxing getaway on beautiful Holme ...
From $459 per night (USD)VRBO
From $447 per night (USD)Expedia
Beachside Condo, Anna Maria FL, King Bed 1st Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Escape to our beachy one-bedroom apartment, perfect for families seeking a relaxing getaway on beautiful Holme ...
From $447 per night (USD)Expedia
From $255 per night (USD)VRBO
Southern Cross: 3 Min Walk to Gulf Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Southern Cross, a charming coastal cottage in the heart of Anna Maria Island. Just a 3-minute stroll from the ...
From $255 per night (USD)VRBO
From $883 per night (USD)Expedia
28-Night Min Luxury Canal Home with Pool & Deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Woodside Beach House, a luxury waterfront retreat in the heart of Holmes Beach. Designed with comfort and ele ...
From $883 per night (USD)Expedia
From $446 per night (USD)VRBO
Blue Haven Beach House: 3BR/3BA Pool Home Steps to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Blue Haven Beach House is a beautifully updated, elevated home located in the heart of Holmes Beach—just steps from the ...
From $446 per night (USD)VRBO
From $335 per night (USD)Expedia
North Beach Village #62 by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to North Beach Village #62 - a 3BD/2BA Key West style townhouse on Holmes Beach! It's located in a quiet and pe ...
From $335 per night (USD)Expedia
From $272 per night (USD)VRBO
Palm Cay 2: 3 Min Walk to Beach and Shared Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Palm Cay 2 by Anna Maria Island Accommodations 3000 Gulf Dr Unit 2 Bradenton Beach, FL 34217 Welcome to Palm Cay 2, a c ...
From $272 per night (USD)VRBO
From $350 per night (USD)Expedia
Tiki Tropicale: 6-minute walk to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tiki Tropicale by Anna Maria Island Accommodations 305 58th St. Holmes Beach, FL 34217 Welcome to Tiki Tropicale, a rec ...
From $350 per night (USD)Expedia
From $705 per night (USD)VRBO
Blue Tides by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Your dream waterfront escape awaits in this fully remodeled 3-bedroom canal-front retreat. *Features include* * Compl ...
From $705 per night (USD)VRBO
From $765 per night (USD)Expedia
Heated Pool, Hot Tub, Game Room, Grill - 3BR West of Gulf Drive!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This b ...
From $765 per night (USD)Expedia
From $543 per night (USD)VRBO
Luxurious Beach Haven- 2-min walk to beach access, pool, spa and putting green!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the ultimate Florida getaway at #WeekendSuits, an exceptional 4-bedroom, 3.5-bath retreat nestled in the hear ...
From $543 per night (USD)VRBO
From $428 per night (USD)Expedia
NEW - The Salty Palm - nearby beach, shops, food!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Salty Palm! Nestled in the heart of Holmes Beach. Just a few short walking blocks to the white sandy beac ...
From $428 per night (USD)Expedia
From $319 per night (USD)VRBO
Beach getaway in Holmes Beach - sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy resort-style living with access to pickleball and tennis courts, basketball courts, a baseball field, a park, and ...
From $319 per night (USD)VRBO
From $350 per night (USD)Expedia
Coconut Breeze 2/2 Condo with Private Heated Pool, 2 Blocks from Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This 2-bedroom condo in Holmes Beach is perfect for your escape. With 2 queen beds and 2 full bathrooms this peaceful re ...
From $350 per night (USD)Expedia
From $526 per night (USD)VRBO
By the Sand cozy 3 story house Steps from the Sand of Holmes Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in Holmes Beach, this delightful 3 story house offers 3 nice bedrooms, 2 bathrooms, and a range of fabulous amen ...
From $526 per night (USD)VRBO
From $496 per night (USD)Expedia
3BR Beach Home heated Pool, Decks & BBQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step into your island retreat at this bright three-bedroom, two-bath home in the heart of Holmes Beach. Relax in the ope ...
From $496 per night (USD)Expedia
From $363 per night (USD)VRBO
Gulf Haven 5-minute walk to the gulf!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Gulf Haven by AMI Locals 206 54th St, Holmes Beach, FL 34217 Plan the ultimate beach getaway at Gulf Haven, a charming ...
From $363 per night (USD)VRBO
From $203 per night (USD)VRBO
Snowbirds Paradise! AMI West Bay Point Moorings
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax in Paradise – 2BR/2BA Waterfront Condo in West Bay Point Moorings | Anna Maria Island | 30-Day Minimum Stay Escap ...
From $203 per night (USD)VRBO
From $261 per night (USD)VRBO
Flip Floppin' at Sandy Pointe by Coastal Chic Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Highlights: - Short walk to the beach - Accommodates up to 4 guests - 2 king beds - Private screened balcony - ...
From $261 per night (USD)VRBO
From $518 per night (USD)Expedia
Beachfront Condo Complex-Pool, Direct Beach Access & Racket Court-Nautilus 214
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Nautilus! We are 34 individually owned and uniquely decorated condominiums available for vacation rentals ...
From $518 per night (USD)Expedia
From $390 per night (USD)VRBO
Low Tide Beach House on AMI
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Highlights: • Four-minute walk to powdery white sand beaches • 2 bedrooms, 2 bathrooms (plus pullout sofa in living room ...
From $390 per night (USD)VRBO
From $269 per night (USD)Expedia
Shimming Shores- Steps to the Gulf!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Shimmering Shores by Anna Maria Vacations 5200 Gulf Dr Unit 102, Holmes Beach, FL 34217 Welcome to Shimmering Shores, a ...
From $269 per night (USD)Expedia