
Holmes Beach Rentals

- From $150 per night (USD)
VRBO
Quiet Nights of Quiet Stars on Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quiet nights of quiet stars, quiet walks by quiet sea, quiet thoughts on quiet street, oh how lovely. Maximum 3 adults ...
From $150 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Beachwalker Cottage: Duplex within 100 steps to the sand.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Beachwalker Cottage located on sunny Anna Maria Island! This newly renovated, coastal cottage is sure to prov ...
From $269 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Beachwalker Apartment: Duplex within 100 steps to the sand.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Beachwalker Apartment located on sunny Anna Maria Island! This newly renovated, coastal cottage is sure to pr ...
From $176 per night (USD)VRBO
- From $413 per night (USD)
Expedia
AMI Dreaming: Gulf View Condo, Steps to the Beach, Resort Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AMI Dreaming by Anna Maria Life Vacation Rentals 4200 Gulf Dr #105, Holmes Beach, FL 34217 What You'll Love About This ...
From $413 per night (USD)Expedia
- From $243 per night (USD)
VRBO
One bedroom 1 bath, pool, steps to Beach! Rent one unit or all three!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Rent one or all three units! THE Marlin is a triplex building. Unit 202 has one bedroom, one bath with a king bed and a ...
From $243 per night (USD)VRBO
- From $491 per night (USD)
Expedia
Coccoloba by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coccoloba! This beautiful single-family home is located across from the sugar sand beaches in Holmes Beach. Y ...
From $491 per night (USD)Expedia
- From $421 per night (USD)
VRBO
Anna Maria Island Direct Beachfront Condo- Awesome View and Amazing Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
View dolphins, terns, gulls, sandpipers, and other shorebirds from your 22 foot wide screened lanai. Walk directly out ...
From $421 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Terrace Condo 6 Pool Condo Relaxing Tropical Pool Deck Close To Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000268 Are you ready for a relaxing vacation in beautiful Holmes Beach? Look no further than this two-bedroom, tw ...
From $251 per night (USD)Expedia
- Click For Pricing
VRBO
North Beach Village 40 - 3BR Townhome - Anna Maria Island - By Island Real Estat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the magic of Anna Maria Island with our stunning vacation rental, "Sans Souci - North Beach Village 40." This ...
Click For PricingVRBO
- From $840 per night (USD)
Expedia
Tarpon House-Luxury 4\/4 Home on Anna Maria Island
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
What You'll Love About This Home: Location! 3 Blocks to the Beach! 4 Bedrooms / 4 Bathrooms 3 King Beds, Two Sets of Bu ...
From $840 per night (USD)Expedia
- From $414 per night (USD)
VRBO
Across the street from the Beach!-Sandpiper Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sandpiper Villa by AMI Locals Home in Holmes Beach, Florida Welcome to Sandpiper Villa, a coastal paradise across the s ...
From $414 per night (USD)VRBO
- From $376 per night (USD)
Expedia
Anna Maria Gulf Beach Place Just Steps To The Edge Of The Water
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This gorgeous Fully Remodeled 1300 sq ft 2 Bedroom 2 Bath condo, located on just steps to the beach. Gulf Beach Place is ...
From $376 per night (USD)Expedia
- From $717 per night (USD)
VRBO
My Grand Floridian: Canal Front, Dock, Pool, Games by Anna Maria Life Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
My Grand Floridian by Anna Maria Life Vacation Rentals 207 N Harbor Dr, Holmes Beach, FL, 3427 What You'll Love About T ...
From $717 per night (USD)VRBO
- From $544 per night (USD)
Expedia
Elevator - Costa Lotta by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Costa Lotta is "home away from home”. All the amenities you will need in this 2,100 sq.ft. home. Costa Lotta is the per ...
From $544 per night (USD)Expedia
- From $607 per night (USD)
VRBO
Boat Dock - Come Sail A Bay by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to "Come Sail A Bay"! Bring your boat and gear because this newly renovated, charming single-level home boasts 3 ...
From $607 per night (USD)VRBO
- From $683 per night (USD)
Expedia
Day Dream: Pool, Spa, Waterslide, 1.5 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
207 77th St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 4 Bedrooms / 4 ...
From $683 per night (USD)Expedia
- From $514 per night (USD)
VRBO
Paradise Palms by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Paradise Palms! Casual and beachy this three-bedroom duplex with a private, heated pool and clos ...
From $514 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Great location on Holmes Beach! 2 bdrm Condo \nSteps to the Beach! Heated pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly Furnished and renovated! Steps to the Beach! 2 Bdrm 2 bath Condo - shared heated pool Island Life Suites is centr ...
From $303 per night (USD)Expedia
- From $584 per night (USD)
VRBO
My Big Fat Beach House: Putt-Putt, Ping Pong, Heated Pool, Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Escape to the sandy shores of Anna Maria Island and uncover the hidden gem that is "My Big Fat Beach House". This sprawl ...
From $584 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Destination Relaxation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Watch the world go by on AMI as you enjoy the sea breeze on your private front deck. Unwind in the hot tub after a day a ...
From $304 per night (USD)Expedia
- From $324 per night (USD)
VRBO
Beachcomber by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Beachcomber, a cozy villa reminiscent of the tranquil days on Anna Maria Island. This charming duplex is onl ...
From $324 per night (USD)VRBO
- From $201 per night (USD)
Expedia
Family/pet friendly less than a block to white sandy beaches. Trolley stop
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Inquire about renting its sister unit next door Coastal Retreat Welcome to the Sunfish Bungalow, where you can make you ...
From $201 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Island Beach Club 2 - Condo 2 Bedroom / 1.5 Bath ground level gulf front ,...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 2 - Condo 2 Bedroom / 1.5 Bath ground level gulf front , maximum occupancy of 4 people. Communit ...
From $400 per night (USD)VRBO
- Click For Pricing
Expedia
Anna Maria's Dream: Ground level, close to everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Anna Maria's Dream, your perfect getaway on beautiful Anna Maria Island. This charming 2-bedroom, 2-bath cott ...
Click For PricingExpedia
- Click For Pricing
VRBO
Splash of Lime by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Splash of Lime! This stunning, 3-bedroom, 2-bathroom pool home has 1,438 square feet of elevated living space ...
Click For PricingVRBO
- From $435 per night (USD)
Expedia
Charming Coastal Retreat with Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream getaway on Anna Maria Island! This charming coastal retreat offers the perfect blend of comfort an ...
From $435 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Family Pool Home 5 mins from Beach - Ariel's by the Sea
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ariel’s by the Sea by AMI Locals Home in Holmes Beach, FL 34217 VRC18-000079 Ariel’s by the Sea is a ground-level hom ...
From $326 per night (USD)VRBO
- From $333 per night (USD)
Expedia
Short Walk to Beach, Pool! - My Island Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
My Island Paradise by AMI Locals 203 75th St, Unit B (West) Holmes Beach, FL 34217 Your beach escape awaits at My I ...
From $333 per night (USD)Expedia
- From $936 per night (USD)
VRBO
Close to Beach, Private Pool, Dog Friendly - Serenity Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Serenity Point by Anna Maria Island Accommodations 7700 Marina Dr. Holmes Beach, Florida Welcome to Serenity Point, ne ...
From $936 per night (USD)VRBO
- From $377 per night (USD)
Expedia
North Beach Paradise by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to North Beach Paradise - a 3BD/2BA Key West, Island style townhouse on Holmes Beach! It's located in a quiet a ...
From $377 per night (USD)Expedia
- Click For Pricing
VRBO
Both sides of private duplex - 1 block to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Idyllic 3 Bedroom Beach Cottage just 1 block to the beach! Room for your family or group of friends to stay together but ...
Click For PricingVRBO
- Click For Pricing
Expedia
Charming 2 Bedroom Cottage 1 block to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Blu Idyll Cottage, an idyllic coastal escape nestled in the heart of holmes Beach! This charming cottage offe ...
Click For PricingExpedia
- Click For Pricing
VRBO
Cozy 1 Bedroom Beach Cottage - Steps to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
One bedroom efficiency suite just 1 block to the beach! 🏡 Property Highlights: ✨Access to heated community pool ✨1 be ...
Click For PricingVRBO
- From $254 per night (USD)
Expedia
Pelican Paradise by A Shore Thing Vacations!
- 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. 🏡 Property Highlig ...
From $254 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Aqua Vista by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Aqua Vista! This beautiful, centrally located 4-bedroom, 3.5-bathroom pool home has 2,326 square feet ...
From $529 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Beachside Pointe by A Shore Thing Vacations!
- 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 $249 per night (USD)Expedia
- From $1169 per night (USD)
VRBO
Seaside Haven by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Seaside Haven is an elegant Island property that promises an unforgettable experience. The 4 bedroom and 3 1/2 bath pool ...
From $1169 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Americana AMI Lighthouse 3BR w/pool + rooftop deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Lighthouse by AMIBeachClub Discover this unique lighthouse vacation rental w/private pool on Anna Maria Island. The ...
From $366 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Family vacation on AMI w/pool 4BR, 2.5BA, 8 guests
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Gables by AMIBeachClub Unwind at this colonial inspired beach house with private pool. The Gables has 4 bedrooms, 2. ...
From $380 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Beach Escape: Your Ideal Island Retreat!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Beach Escape, a beautifully remodeled 2-bedroom, 2-bathroom haven just 1/2 block from the pristine white sand ...
From $315 per night (USD)Expedia
- From $458 per night (USD)
VRBO
Anna Maria Island Blue Bella Bliss - Private Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $458 per night (USD)VRBO
- From $618 per night (USD)
Expedia
B100 step to the sugar sand gulf front view & pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You’ll love it because of the views, the kitchen, the comfy king beds, the coziness & the beautiful pool/jacuzzi. My pla ...
From $618 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Tipsy Turtle: 2 Houses to Beach, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tipsy Turtle by Anna Maria Life Vacation Rentals 104 43rd, Holmes Beach, FL 34217 What You'll Love About This Home: Loc ...
From $352 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Cozy retreat, steps away from Gulf and beaches, dog friendly, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gertie's Pineapple House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $255 per night (USD)Expedia
- Click For Pricing
VRBO
North Beach Village condo on Anna Maria Island one block to the beach and...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ready for an unforgettable island getaway? This 1 bedroom, 1 bath Duplex offers many comforts while being ...
Click For PricingVRBO
- From $1528 per night (USD)
Expedia
Exquisite 7BR, 7.5BA Home - Steps to the Beach! Stay at The Palace!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
The Palace by Anna Maria Island Accommodations 303 56th St Holmes Beach, Florida Welcome to The Palace! This extraord ...
From $1528 per night (USD)Expedia
- From $187 per night (USD)
VRBO
Bayside Breeze: Cozy Condo with Pool Views & Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Bayside Breeze, Your Perfect Getaway on Anna Maria Island! Escape to paradise in our charming 2-bedroom, 2-b ...
From $187 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Relaxing retreat with pool, steps to the beach, AC and WIFI
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gertie's Coconut House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $252 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Reese's Beach Retreat on beautiful Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your BEACH oasis, just steps away from some of the most world-renowned beaches on Anna Maria Island! This 3-b ...
From $416 per night (USD)VRBO
- From $627 per night (USD)
Expedia
Gigi & Poppy’s Paradise: Pool, Gulf Views, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Gigi & Poppy's Paradise in Holmes Beach on Anna Maria Island! This comfortable 4-bedroom, 3-bathroom home is ...
From $627 per night (USD)Expedia
- From $1333 per night (USD)
VRBO
Pursuit of Paradise: Bayfront Oasis on Anna Maria Island with Pool & Private Doc
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Pursuit of Paradise by AMI Locals Home in Holmes Beach, Florida Welcome to Pursuit of Paradise, your ultimate family va ...
From $1333 per night (USD)VRBO
- From $482 per night (USD)
Expedia
Spacious Coastal Oasis: Enjoy Three King Beds & Room for Everyone!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newest addition, Salt Cottage, located just 2 blocks from the Gulf beaches of Anna Maria Island! This cot ...
From $482 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Discover Beachy Butterfly: Monthly Stay, Pool Access, Near Beaches & Dining!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachy Butterfly by Anna Maria Vacations Condo in Holmes Beach, Florida Welcome to Beachy Butterfly! This refreshed 2 ...
From $155 per night (USD)VRBO
- From $520 per night (USD)
Expedia
A100 STEP TO THE SUGAR SAND GULF FRONT VIEW & POOL
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
You’ll love it because of the views, the fully loaded kitchen, the comfy king size bed, brand new pool.My place is good ...
From $520 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Latitude Adjustment by A Shore Thing Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Latitude Adjustment! Escape to this tranquil 2-bedroom condo on beautiful Anna Maria Island, just a short wal ...
From $233 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Pool, Bikes & BBQ Included! 2min to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover your ideal coastal retreat at "The Cranes Nest", a charming 3 bedroom, 3 bathroom, 3 story single family home l ...
From $298 per night (USD)Expedia
- From $370 per night (USD)
VRBO
AMI's Salty Breeze: 5-min walk to Beach, community pool, relaxing decor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to AMI's Salty Breeze, your perfect central getaway on Anna Maria Island! This 3-bedroom, 2-bathroom townhouse i ...
From $370 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Charming 2-bedroom condo with WiFi, AC in serene Holmes Beach Walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Stay comfortably in Holmes Beach at this 2-bedroom condo. With a king bed and a full bed, guests can relax in this aweso ...
From $274 per night (USD)Expedia
- From $120 per night (USD)
VRBO
\"Coastal Bliss at Westbay Cove\"
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
"Coastal Bliss at Westbay Cove" A Retreat Tailored for Long-Term Stays in Paradise Welcome to Westbay Cove on Anna Mari ...
From $120 per night (USD)VRBO
- From $994 per night (USD)
Expedia
Luum at the Shore-3 bedroom/2 bathroom Luxury Oasis on AMI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Live well at Luum at The Shore! A Bali inspired retreat that ushers in serenity and well-being from your first breath. ...
From $994 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Island Delight: Pool Spa Dog Friendly by Anna Maria Life Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Island Delight by Anna Maria Life Vacation Rentals 424 62nd St, Holmes Beach, FL 34217 What You'll Love About This Home ...
From $244 per night (USD)VRBO
- From $674 per night (USD)
Expedia
While Away A & Swept Away B, Both sides together for larger groups.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
While Away Sides A & Swept Away B: Spacious Beach Retreat for Larger Groups Welcome to While Away A & Swept Away B, the ...
From $674 per night (USD)Expedia
- From $328 per night (USD)
VRBO
While Away B, 2/2 with NEW private pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Swept Away B: Charming Island Retreat with Private Pool and EV Charger Welcome to Swept Away B, a cozy 2-bedroom, 2-bath ...
From $328 per night (USD)VRBO
- From $528 per night (USD)
Expedia
Beachfront Condo w/ Heated Pool, Hot Tub, Beach Gear & Unforgettable Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NOTE: The elevator at this property are currently not available. Imagine waking up every morning to Florida weather an ...
From $528 per night (USD)Expedia
- From $497 per night (USD)
VRBO
Griffins Island Getaway - Coastal Luxury, Private Pool, Game Room, EV Charger, Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Griffins Island Getaway! On Anna Maria Island (Holmes Beach, FL) Coastal Luxury with a Private Heated Pool, ...
From $497 per night (USD)VRBO
- From $1069 per night (USD)
Expedia
ESCAPE to Salt Life Retreat!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 18
Highlights • ONE MINUTE walk to the beach! • Private pool with in-ground spa • Rooftop deck with clear views to the bea ...
From $1069 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Coastal Boho Escape! 2-bedroom apartment in gorgeous Holmes Beach with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to a day of laid-back luxury and unique experiences on Holmes Beach, AMI. Your journey begins with a warm welcom ...
From $228 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Experience Kismet by the Sea: Chic Holmes Beach Rental with Shared Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kismet by the Sea by AMI Locals Home in Holmes Beach, Florida Experience your slice of paradise at Kismet by the Sea, a ...
From $273 per night (USD)Expedia
- From $477 per night (USD)
VRBO
GULF BEACH VIEW w/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get ready for a relaxing beach getaway at Gulf Place 18! This three bedroom, two bath condo is a perfect choice when vis ...
From $477 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Comfortable and relaxing with pool and just steps from the beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gertie's Lime House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $250 per night (USD)Expedia
- From $472 per night (USD)
VRBO
Pink Pearl – Private Canal home in Key Royale, Heated Pool/Hot Tub and Dock avai
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Pink Pearl, your dream coastal retreat! This stylishly renovated one-story home combines tropical charm with ...
From $472 per night (USD)VRBO
- From $570 per night (USD)
Expedia
A Villa by the Sea - L'Plage #4 - 3 bedroom Beachfront condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa By The Sea 6406 Gulf Drive, Holmes Beach 34217 What you will love about this property: • Stunning views of the gul ...
From $570 per night (USD)Expedia
- From $344 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 $344 per night (USD)VRBO
- From $801 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 $801 per night (USD)Expedia
- From $450 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 $450 per night (USD)VRBO
- From $273 per night (USD)
Expedia
⚓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 $273 per night (USD)Expedia
- From $275 per night (USD)
VRBO
⚓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 $275 per night (USD)VRBO
- From $741 per night (USD)
Expedia
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 $741 per night (USD)Expedia
- From $452 per night (USD)
VRBO
Escape to Mango Tango: 4-Min Walk to Beach, Private Pool & BBQ on Anna Maria!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Mango Tango by Anna Maria Island Accommodations 145 50th St Holmes Beach, Florida Welcome to Mango Tango, the adorable ...
From $452 per night (USD)VRBO
- From $943 per night (USD)
Expedia
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 $943 per night (USD)Expedia
- From $585 per night (USD)
VRBO
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 $585 per night (USD)VRBO
- From $1564 per night (USD)
Expedia
Swanky Bubbles- Luxury 9 bedroom close to beach with views
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
Swanky Bubbles 6506 Gulf Drive, Holmes Beach, FL 3421 What you will love about this property: • Luxury home with luxury ...
From $1564 per night (USD)Expedia
- From $482 per night (USD)
VRBO
🌴 Stylish Beach Oasis - Walk 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 $482 per night (USD)VRBO
- From $435 per night (USD)
Expedia
⚓Mermaid Sunset! Available for Summer! 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 $435 per night (USD)Expedia
- From $771 per night (USD)
VRBO
Fairwinds: Tropical Getaway with 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 $771 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Bertie's Nest: Monthly Rental with Shared Pool, Spa, & Shuffleboard Courts!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bertie's Nest by Anna Maria Vacations 6500 Flotilla Unit 212 Holmes Beach, FL 34217 Welcome to Bertie's Nest, your cozy ...
From $273 per night (USD)Expedia
- From $228 per night (USD)
VRBO
2-Bedroom Beach Retreat with Private Patio and Lanai, 10 Minutes from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ob La Di Ob La Da by Anna Maria Island Accommodations 442 62nd St Holmes Beach, FL 34217 Welcome to Ob La Di Ob La Da! ...
From $228 per night (USD)VRBO
- From $358 per night (USD)
Expedia
Holmes Hideaway | Pet-Friendly, Pool, Walk to The Beach on AMI
- 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 $358 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Holmes Getaway | Pet-Friendly, Pool, Walk to The Beach on AMI
- 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 $356 per night (USD)VRBO
- From $703 per night (USD)
Expedia
Home Sweet Holmes | Private Pool, Pet-Friendly, Steps to Beach on AMI
- 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 $703 per night (USD)Expedia
- From $520 per night (USD)
VRBO
Tropical Oasis w/ Pool, Hot Tub, Game Room & Walk to 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 $520 per night (USD)VRBO
- From $394 per night (USD)
Expedia
Island-style townhome only 460 steps to WOW of A beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
For a relaxing and fun Anna Maria Island vacation, check out this Holmes Beach townhome! A great location and perks like ...
From $394 per night (USD)Expedia
- From $752 per night (USD)
VRBO
Blue Oasis Retreat: A Dual Oasis Paradise!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Blue Oasis Retreat by AMI Locals 401 72nd St, Unit A and B, Holmes Beach, Florida Welcome to Blue Oasis Retreat, a stun ...
From $752 per night (USD)VRBO
- From $1015 per night (USD)
Expedia
Salty Margarita: 1-Min Walk to Beach + Rooftop Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Salty Margarita by AMI Locals 106 81st St, Holmes Beach, FL 34217 Highlights: •1-minute walk to the beach •Heated Pool ...
From $1015 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Sunshine Siesta - Sun Deck, Beach Gear & Bikes Included!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
- Private deck with shaded seating, perfect for relaxing after a beach day. - Beach gear, bikes, and in-home washer/drye ...
From $199 per night (USD)VRBO
- From $796 per night (USD)
Expedia
Luxury 3BD Beachfront Retreat with Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Step directly onto the sand from this luxury Gulf-front retreat in the heart of Holmes Beach. With a private he ...
From $796 per night (USD)Expedia
- From $732 per night (USD)
VRBO
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 $732 per night (USD)VRBO
- From $263 per night (USD)
Expedia
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 $263 per night (USD)Expedia
- From $437 per night (USD)
VRBO
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 $437 per night (USD)VRBO
- From $443 per night (USD)
Expedia
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 $443 per night (USD)Expedia