Anna Maria, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anna Maria, Florida on RentalSaver.com!

Anna Maria Rentals

From $976 per night (USD)
VRBO
Ship Watch: Private Beach, North End, Dog Friendly by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
895 North Shore Dr., Anna Maria, FL 34216 What You'll Love About This Home: Location! Relax on your own Private Beach ...
From $976 per night (USD)
VRBO
From $665 per night (USD)
Expedia
Whispering Winds by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This custom crafted two bedroom/two bath bayside beauty is your perfect beach escape. *Features include* * Balcony w ...
From $665 per night (USD)
Expedia
From $603 per night (USD)
VRBO
Sea Breeze: Pool home in perfect central location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 bed 2 bath island oasis will take you back to the days of old Florida charm, but in a modern and well appointed s ...
From $603 per night (USD)
VRBO
From $806 per night (USD)
Expedia
Bay Bungalow by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Perfectly situated in the North end of the island, Bay Bungalow is just a short stroll away from the Bay beaches, and fa ...
From $806 per night (USD)
Expedia
$Blue Haven Beach House - 3BR Coastal Retreat w\/ Heated Pool, Gulf Views & Steps to the Beach$
From $658 per night (USD)
VRBO
Blue Haven Beach House - 3BR Coastal Retreat w\/ Heated Pool, Gulf Views & Steps to the Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to Blue Haven Beach House! On Anna Maria Island (Holmes Beach, FL) Discover island charm and modern comforts at ...
From $658 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Luxury home in the perfect location, 2 blocks to beach - Island Princess
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Island Princess by AMI Locals Home in Holmes Beach, FL VCR19-000296 Welcome to Island Princess! This stunning custom-b ...
From $309 per night (USD)
Expedia
From $1862 per night (USD)
VRBO
Luxury island home with a private pool and spa - close to beach!
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
A Wave from it All by AMI Accommodations Home in Anna Maria, FL Highlights: • 5-minute walk from the Beach • Private Po ...
From $1862 per night (USD)
VRBO
From $640 per night (USD)
VRBO
Putting Green - Flip Flops Forever by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the ...
From $640 per night (USD)
VRBO
From $680 per night (USD)
VRBO
Waterfront home with beautiful views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bay Haven by Anna Maria Island Locals Home in Anna Maria, FL Welcome to Bay Haven, an inviting waterfront ho ...
From $680 per night (USD)
VRBO
From $2634 per night (USD)
Expedia
Luxury home just steps away from the beach with pool, spa & rooftop!
Bedrooms:
7
Bathrooms:
8
Sleeps:
14
The Ritz by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Rooftop deck • Heated pool and spa • Coffee ...
From $2634 per night (USD)
Expedia
From $628 per night (USD)
VRBO
3 bedroom 2 bathroom canal front home with a heated pool located in Anna Maria
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is a beautiful newly remodeled 3-bedroom, 2-bathroom private home situated right on the canal in the quiet, private ...
From $628 per night (USD)
VRBO
From $324 per night (USD)
Expedia
2 bedroom unit, West of Gulf Drive. Only steps to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome! This quaint 2-bedroom, 1-bathroom single level home is nestled on Anna Maria Island. The master suite has a ...
From $324 per night (USD)
Expedia
From $939 per night (USD)
VRBO
Luxury waterfront home with a heated pool and spa!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
A beautifully furnished 4-bedroom, 3.5-bathroom home, this canal front property is in the heart of the Historic Anna Mar ...
From $939 per night (USD)
VRBO
From $641 per night (USD)
Expedia
Luxury 4 bedroom, 3 bath private home with a heated pool in the heart of Anna Maria.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This luxury Key West style home has 4-bedrooms and 3-bathrooms and is situated in Anna Maria. The kitchen has lovely gr ...
From $641 per night (USD)
Expedia
From $634 per night (USD)
VRBO
Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Naut 2 Shabby Cottage! This 1922 Old-Florida-style cottage pool home is the front unit on the property, locat ...
From $634 per night (USD)
VRBO
From $973 per night (USD)
Expedia
Family-Friendly Home with Pool Near Amazing Anna Maria Island Attractions!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Blue-tiful Horizons by AMI Locals Home in Anna Maria, Florida VR22-000026 Escape to Blue-tiful Horizons, a beautiful ...
From $973 per night (USD)
Expedia
From $635 per night (USD)
VRBO
Mainsail Beach Inn Charming Beach Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located on the first floor of Mainsail Beach Inn, offering a small patio and close proximity to the pool, an amazing val ...
From $635 per night (USD)
VRBO
Click For Pricing
Expedia
Tropical Island Sea-Cret. Now Remodeled. New floors and paint. New pictures.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Tropical and very private 3 bedroom canal home with heated pool and spa on private drive. Two bedrooms have king sized ...
Click For Pricing
Expedia
From $586 per night (USD)
VRBO
Sapphire Beach House by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Casual yet luxurious, this three-bedroom duplex with a private, heated pool and close proximity to the beach is the perf ...
From $586 per night (USD)
VRBO
From $582 per night (USD)
Expedia
Seabatical -Beachy Chic Canalfront Home with Large Pool, Hot Tub & Dock!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bring your boat or jetskis to this Anna Maria Canal Home with a large 40 ft Private Pool and Spa. Newly remodeled home ...
From $582 per night (USD)
Expedia
From $707 per night (USD)
VRBO
Ideal Family Getaway: Private Pool 2 Mins from the Beach - Lay'By, Too
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lay'By, Too by AMI Locals Home in Holmes Beach, Florida VRC16-000175 Welcome to Lay'By, Too! This vibrant ground-level ...
From $707 per night (USD)
VRBO
$Willow Hideaway: Luxury Canal Front Home w\/Pool and Spa$
From $1116 per night (USD)
Expedia
Willow Hideaway: Luxury Canal Front Home w\/Pool and Spa
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Come enjoy this luxury canal home that is located only 2 short blocks to the world-famous beaches of Anna Maria Island. ...
From $1116 per night (USD)
Expedia
From $1062 per night (USD)
VRBO
Yellowfin Inn: Luxury canal-front, pool home on Anna Maria Island
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to The Yellowfin Inn. Our new home away from home. This new construction offers an open floor plan and an awesom ...
From $1062 per night (USD)
VRBO
From $738 per night (USD)
Expedia
Wave n Sea - Close to the Beach with Pool - Anna Maria Island - By Island Real E
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
“Wave N’Sea” is a premiere vacation home located in the city of Anna Maria on Anna Maria Island. Here you’ll find a perf ...
From $738 per night (USD)
Expedia
Click For Pricing
VRBO
Sea'Esta north end of AMI, steps to the bay beach access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sea'Esta on gorgeous Anna Maria Island! Sea'Esta is a ground level Home that offers all the luxuries and comf ...
Click For Pricing
VRBO
From $480 per night (USD)
Expedia
Stylish Duplex Retreat with Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000510 While Away A: Modern Elegance Steps from Holmes Beach Welcome to While Away A, a stylish 2-bedroom, 2-bath ...
From $480 per night (USD)
Expedia
$WE 106 Lovely Gulf Front 1\/1 Pool Condo Relax On Sugar Sand Beach$
From $218 per night (USD)
VRBO
WE 106 Lovely Gulf Front 1\/1 Pool Condo Relax On Sugar Sand Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VRC21-000074 Waters Edge Unit 106S, located at 5806 Gulf Drive in the northern end of Holmes Beach, is a spacious one b ...
From $218 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Seaside Beach House 201 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000507 Seaside Beach House #201 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $500 per night (USD)
Expedia
$A Shore Thing - Luxury Waterfront Oasis w\/ Pool, Spa, Rooftop Deck & Dock, Near Bean Point$
From $1545 per night (USD)
VRBO
A Shore Thing - Luxury Waterfront Oasis w\/ Pool, Spa, Rooftop Deck & Dock, Near Bean Point
Bedrooms:
7
Bathrooms:
4
Sleeps:
10
Welcome to A Shore Thing! On Anna Maria Island (Anna Maria, FL) Experience the ultimate island getaway in this waterfro ...
From $1545 per night (USD)
VRBO
From $1044 per night (USD)
Expedia
Sunkissed&Salty: Prime Location!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
No hurricane damage from Helene or Milton! We are welcoming guests for 2025! Dreamy Amenities. Prime Island Location. ...
From $1044 per night (USD)
Expedia
$LOCATION! -Bean Point area w\/pool. PANORAMIC WATER VIEW. Walk to Beach and town!$
From $651 per night (USD)
VRBO
LOCATION! -Bean Point area w\/pool. PANORAMIC WATER VIEW. Walk to Beach and town!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This is our much-loved AMI family home and we want you to have a wonderful visit. PLEASE be sensitive to the fact (and ...
From $651 per night (USD)
VRBO
$Sea Esta 3\/2 Duplex Private Pool Close To Tennis Boat Ramp Dining$
From $274 per night (USD)
Expedia
Sea Esta 3\/2 Duplex Private Pool Close To Tennis Boat Ramp Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC19-000216 Sea-Esta located at 409 63rd St in Holmes Beach is a three bedroom two bathroom, ground level unit, that s ...
From $274 per night (USD)
Expedia
$Beach Therapy Beautiful Retreat 3\/2 Pool Townhouse Close To Beaches$
From $375 per night (USD)
VRBO
Beach Therapy Beautiful Retreat 3\/2 Pool Townhouse Close To Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC 21-000087 Beach Therapy is located at 6323 Gulf Dr. in Holmes Beach. This townhome is a light, bright and recently ...
From $375 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Bollinger Duplex Both Sides 3 Bedroom Pet Friendly
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
VRC16-000478 & VRC16-000479 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special a ...
From $387 per night (USD)
Expedia
$WE 102 Beautiful Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach$
From $307 per night (USD)
VRBO
WE 102 Beautiful Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC21-000027 Waters Edge Condo 102N is a newly renovated two bedroom, two bath unit, located at 5808 Gulf Drive in Holm ...
From $307 per night (USD)
VRBO
From $1121 per night (USD)
Expedia
Beautiful Beach House, Pool, Spa, Water Views! Great Location! - AMI I Dreaming
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
AM I Dreaming by AMI Locals Home in Anna Maria VR19-000055 Welcome to AM I Dreaming, a luxurious three bedrooms and ...
From $1121 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Bollinger Duplex A Pet Friendly 2 Bedroom One Block From Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
6
VRC16-000478 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to hi ...
From $327 per night (USD)
VRBO
From $1956 per night (USD)
Expedia
Ground Floor Lakefront Resort, Private Dock, Heated Pool & Spa 🏖️🏖️🏖️🏖️🏖️
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
Welcome to AMI Beach Lagoon, your dream vacation on Anna Maria Island! In our lakefront luxury resort (12,500 sqft) we ...
From $1956 per night (USD)
Expedia
$Resort-Style Ground Floor Suite Heated Pool\/Spa 🐢$
From $421 per night (USD)
VRBO
Resort-Style Ground Floor Suite Heated Pool\/Spa 🐢
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Resort-Style Ground Floor Suite, Prime Location, Lakefront, Heated Pool & Spa 🐢 In our lakefront luxury resort (12,500 ...
From $421 per night (USD)
VRBO
$Lakefront Groundfloor Suite Heated Pool\/Spa 🦭🦭🦭$
From $856 per night (USD)
Expedia
Lakefront Groundfloor Suite Heated Pool\/Spa 🦭🦭🦭
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to the Manatee Suite of AMI Beach Lagoon on Anna Maria Island! In our luxury resort (12,500 sqft) located right ...
From $856 per night (USD)
Expedia
From $613 per night (USD)
VRBO
Resort-Style Ground Floor Suite On Vista Lake, Heated Pool & Spa 🦤🦤🦤
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to the Pelican Suite of AMI Beach Lagoon on Anna Maria Island! In our lakefront luxury resort (12,500 sqft) we ...
From $613 per night (USD)
VRBO
From $475 per night (USD)
Expedia
AMI North End Private Heated Pool. 1.2 blocks to beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
What You’ll Love About This House: Location! 1.2 blocks to the Beach and steps away from the Free Trolley. Clean No Stai ...
From $475 per night (USD)
Expedia
From $2337 per night (USD)
VRBO
BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Ahhhh-welcome to Beach Nest! We offer free bikes, 2 tandem kayaks, a beach cart, bubbling hot tub, fishing dock plus a h ...
From $2337 per night (USD)
VRBO
From $1368 per night (USD)
Expedia
Casa Amiga managed by Beach Retreats FL Anna Maria Island
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
144 Crescent Dr. Anna Maria, FL 34216 You may cancel your reservation up to 60 days before check-in for a full refund mi ...
From $1368 per night (USD)
Expedia
$Amazing dog-friendly duplex near beach with private lanai, W\/D, patio & WiFi$
From $435 per night (USD)
VRBO
Amazing dog-friendly duplex near beach with private lanai, W\/D, patio & WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
21 Palms on Anna Maria Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $435 per night (USD)
VRBO
From $1291 per night (USD)
Expedia
North Shore Beach House: Tranquil 4BR Retreat with Pool, Spa, & Walk to Beach
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Escape to North Shore Beach House, your serene sanctuary on the North End of Anna Maria Island. This stunning 4-bedroom, ...
From $1291 per night (USD)
Expedia
From $677 per night (USD)
VRBO
Best Value on Anna Maria Island, Heated Pool, 1.5 Blocks from Beach, Pets OK!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This upper and lower unit duplex home is located steps from the Gulf of Mexico on historic Anna Maria Island. These Holm ...
From $677 per night (USD)
VRBO
From $576 per night (USD)
VRBO
Bean Point Beach Cottage - Same street as Rod & Reel Pier & beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
(NEW LISTING!) Vacation at Anna Maria Island with the most beautiful white sands beach and emerald green waters in the w ...
From $576 per night (USD)
VRBO
From $754 per night (USD)
VRBO
Anna Maria island 3 bedroom, private pool and pet friendly!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Coconut Bayou is a 3 bedroom, 3.5 bath Key West style beauty with all the comforts you may think of. Just a few minutes ...
From $754 per night (USD)
VRBO
$Mia Bella walk to beach on canal 2 king suites AMI private dock\/pool villa$
From $1205 per night (USD)
Expedia
Mia Bella walk to beach on canal 2 king suites AMI private dock\/pool villa
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Create unforgettable memories at Mia Bella located on Hammock Road, just north of Pine Avenue, in a *premier deep water ...
From $1205 per night (USD)
Expedia
From $1862 per night (USD)
VRBO
Luxury Home with Pathway to the Beach! Secluded Pool and Spa!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Coastal Couture by AMI Locals Home in Anna Maria, Florida VR21-000085 Welcome to Coastal Couture! This luxurious mul ...
From $1862 per night (USD)
VRBO
From $582 per night (USD)
Expedia
Mermaid House Rooftop deck, Gulf views, beautiful home, steps to the sand!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
🤩 If you love this rental but are not getting a quote with the dates you've selected contact us so we can check the a ...
From $582 per night (USD)
Expedia
$Dog-friendly family home with WiFi, central AC, private W\/D - close to beach$
From $238 per night (USD)
VRBO
Dog-friendly family home with WiFi, central AC, private W\/D - close to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
21 Palms Unit A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $238 per night (USD)
VRBO
From $1244 per night (USD)
Expedia
Our Great Escape by Duncan Real Estate
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
This beautiful luxury pool home is one of a kind in a secluded prestigious North end location directly on the canal with ...
From $1244 per night (USD)
Expedia
From $1005 per night (USD)
VRBO
Unique Island Home on the beach block! Private pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Blue Crush by Anna Maria Island Accommodations Home in Anna Maria, Florida VR21-000015 Welcome to Blue Crush, a fan ...
From $1005 per night (USD)
VRBO
From $2663 per night (USD)
Expedia
Luxury Beachfront on the Sand of Gulf of Mexico
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Photos Updated January 2025! Elevator is currently not in working order. We are waiting on repairs to finish. Sunnysid ...
From $2663 per night (USD)
Expedia
$BeachFront 4\/3\/ Amazing Views plus hot tub$
From $1709 per night (USD)
VRBO
BeachFront 4\/3\/ Amazing Views plus hot tub
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Beach front Bliss… Enjoy Swimming or relaxing in this 4 bedroom home on the North End of Anna Maria Island. Captivating ...
From $1709 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Newly Renovated Angel Fish Cottage with new flooring, beds and furniture. Located on the north, quiet end of Anna Maria ...
From $367 per night (USD)
Expedia
From $583 per night (USD)
VRBO
Charming Cottage, one block off beach with a private pool and gorgeous backyard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Caribbean Reef by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private heated pool • Private patio ...
From $583 per night (USD)
VRBO
From $809 per night (USD)
Expedia
Anna Maria Home with Saltwater Pool Near Beaches & Shopping - Sunrise Shore
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
Sunrise Shore by Anna Maria Island Locals Duplex in Anna Maria, FL Welcome to Sunrise Shore, your dream Anna Maria Isl ...
From $809 per night (USD)
Expedia
From $867 per night (USD)
VRBO
Luxury home with private pool and spa, short walk to beach! - Mojito Splash
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Mojito Splash by AMI Locals Home in Holmes Beach 34217 VRC18-000068 Welcome to Mojito Splash! This stunning five-bed ...
From $867 per night (USD)
VRBO
From $764 per night (USD)
Expedia
Hav'Anna Holiday: 2 Blocks to Beach! North End! Private Pool by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Hav'Anna Holiday by Anna Maria Life Vacation Rentals 211 Periwinkle, Anna Maria, FL 34217 What You'll Love About This H ...
From $764 per night (USD)
Expedia
From $1493 per night (USD)
VRBO
Park n Chill: North End, Steps to Beach, West of Gulf, Pool by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Park n Chill by Anna Maria Life Vacation Rentals 117 Park Ave, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $1493 per night (USD)
VRBO
From $1988 per night (USD)
Expedia
Large Canal Front Family Rental on Anna Maria with Pool, Dock & Mini Golf!
Bedrooms:
5
Bathrooms:
7
Sleeps:
13
Serenity Beach by AMI Locals Home in Anna Maria, Florida VR16-000464 Welcome to Serenity Beach! This stunning canal-f ...
From $1988 per night (USD)
Expedia
From $1218 per night (USD)
VRBO
Brand New Putting Green! Close to beach!
Bedrooms:
5
Bathrooms:
6
Sleeps:
8
Blue Marlin by AMI Locals Home in Anna Maria, FL Highlights • 10-minute walk from the Beach • Private Pool and Hot Tub ...
From $1218 per night (USD)
VRBO
From $719 per night (USD)
Expedia
Ground level home with private pool, just steps to the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Mermaids Watch by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private backyard with a heated pool ...
From $719 per night (USD)
Expedia
Click For Pricing
VRBO
Seaswept Mermaid - Undergoing Repairs, Guest Availability Anticipated 2025
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Seaswept Mermaid! On Anna Maria Island (Anna Maria, FL) Need More Space? Expand your island getaway by reser ...
Click For Pricing
VRBO
From $202 per night (USD)
Expedia
Best location on the island. Private dock, steps to Anna Maria Beach and Pier
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
From our private dock you can watch the sunset, drop a fishing line, watch manatees, or launch your paddle board or kaya ...
From $202 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Newly Renovated Boathouse Cottage is ready to welcome guests. New flooring, new beds, new furniture. Located on the we ...
From $359 per night (USD)
VRBO
From $456 per night (USD)
Expedia
2 MIN WALK TO GULF BEACHES, LG HEATED POOL, XLG LANAI - GAS GRILL and More
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Whispering Palms Villa at North Beach Village is a bright and sunny, tastefully decorated beach style townhouse located ...
From $456 per night (USD)
Expedia
From $637 per night (USD)
VRBO
Beautiful bungalow with private pool! Close to beach!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Day Break Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Pool • BBQ grill, Backyard patio po ...
From $637 per night (USD)
VRBO
$4 Bed\/2.5 Bath Duplex, FREE WiFi & Trolley, ONLY STEPS to Pristine Sandy...$
From $449 per night (USD)
Expedia
4 Bed\/2.5 Bath Duplex, FREE WiFi & Trolley, ONLY STEPS to Pristine Sandy...
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
**ASK ABOUT LAST-MINUTE DEALS! Enjoy a simple, old-fashioned seaside vacation in this adorable duplex west ...
From $449 per night (USD)
Expedia
$Canalfront Anna Maria Cottage w\/ Pool & Hot Tub!$
From $755 per night (USD)
VRBO
Canalfront Anna Maria Cottage w\/ Pool & Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to the sandy shores of Anna Maria Island at ‘Easy Breezy’, a recently renovated canalfront vacation rental cottag ...
From $755 per night (USD)
VRBO
$Winter Discounts! Steps from the Beach! Walk to Bean Point! Pool\/spa! Golf Cart$
From $1674 per night (USD)
VRBO
Winter Discounts! Steps from the Beach! Walk to Bean Point! Pool\/spa! Golf Cart
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Have the best of both worlds with the bay & the gulf beaches at this new 4 bed/3.5 bath luxury home. Enjoy the quiet, l ...
From $1674 per night (USD)
VRBO
From $1488 per night (USD)
VRBO
Three Little Birds - Luxury Gulf Views, Heated Pool, Steps to Bean Point on Anna Maria Island
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Three Little Birds! On Anna Maria Island (Anna Maria, FL) Luxury Waterfront Living with Gulf Views, Heated P ...
From $1488 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Private pool, 3 bedroom on Anna Maria Island, only minutes to the beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The comfort in Egret's Landing is stunning. The home is fully equipped with everything you need like a full kitchen with ...
From $454 per night (USD)
Expedia
From $533 per night (USD)
VRBO
3 bedroom on Pine in Anna Maria Island, private pool and PET friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Seashell is 3 bedroom 2 bath condo that is set up like a single family home. It features wood floors, a king size bed in ...
From $533 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Steps to the beach! PRIVATE HEATED POOL w covered lanai. Central location.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $398 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Two minute walk to beach! PRIVATE HEATED POOL w covered lanai. Great location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $446 per night (USD)
VRBO
From $3481 per night (USD)
Expedia
Beachfront Home | Pool + Spa | Games | Ocean Views
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to the exclusive Beachfront Bliss - a custom-built luxury vacation home nestled directly on a sandy beach. This ...
From $3481 per night (USD)
Expedia
From $1649 per night (USD)
VRBO
Paradise Blu by Beach Boutique Rentals
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Paradise Blu! Your luxury vacation awaits in this newly built 4 bedroom, 4.5 bath treasure. Perched in the mo ...
From $1649 per night (USD)
VRBO
From $1390 per night (USD)
Expedia
Visit AMI in Luxury! Pool, Spa, and AMAZING Rooftop Deck Views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Beach Escape by AMI Locals Home in Anna Maria, FL Highlights • 5-minute walk from the Beach • Private Pool and Hot Tub ...
From $1390 per night (USD)
Expedia
From $942 per night (USD)
VRBO
1 block to the beach! Adorable bungalow with Pool and Spa, great for families!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Highlights • 3-minute walk from the Beach • 2-minute walk from Pine Ave • Private Pool and Hot Tub • Dog friendly w ...
From $942 per night (USD)
VRBO
$Hidden Oasis - DIRECT BEACHFRONT DUPLEX - 1BR\/1BA Anna Maria - By Island Real Es$
From $510 per night (USD)
Expedia
Hidden Oasis - DIRECT BEACHFRONT DUPLEX - 1BR\/1BA Anna Maria - By Island Real Es
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Hidden Oasis is beautiful 1-bedroom 1-bathroom duplex that’s perfect for an island stay. The décor will make you feel ri ...
From $510 per night (USD)
Expedia
From $544 per night (USD)
VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL , STEPS TO BEACH & DINING - UNIT A
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location, Location, Location! The home located on the very desirable quiet north end of Anna Maria, Florida . This charm ...
From $544 per night (USD)
VRBO
From $902 per night (USD)
Expedia
Luana Breeze close to AMI beach. Pool, Spa, Tiki Hut.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this ...
From $902 per night (USD)
Expedia
From $793 per night (USD)
VRBO
The Salty Beach Cottage: Canal-front pool home with local personality!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to The Salty Beach Cottage, a comfortable and inviting family vacation home. Decorated with a refreshing palette ...
From $793 per night (USD)
VRBO
From $488 per night (USD)
Expedia
Briney Breezes - Old Florida living with modern comforts
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
308 TARPON ST. BRINEY BREEZES This three bedroom, three bath dream home is the perfect way to experience all that Anna M ...
From $488 per night (USD)
Expedia
From $425 per night (USD)
VRBO
Eclectic North end AMI home with Private pool on Canal!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Right on the water with canal access in the back yard. Private swimming pool overlooks the water.and Ample Parking for y ...
From $425 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Updated bayside condo with heated pool - across the street from the beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
South Bay Inn 1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $383 per night (USD)
Expedia
From $861 per night (USD)
VRBO
Beautifully remodeled with private pool and spa! Located near beach & shopping!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Last Resort by AMI Locals Home in Holmes Beach, Florida VRC19-000160 Welcome to Last Resort, the perfect ground-level, ...
From $861 per night (USD)
VRBO
From $782 per night (USD)
Expedia
Blue Heron Beach House: Canal-front pool home near Pine Ave.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Blue Heron Beach House! This beautiful, newly renovated home is located in the heart of Anna Maria on a deep ...
From $782 per night (USD)
Expedia
From $1120 per night (USD)
VRBO
Funky Beach Farmhouse: Beautiful Bay views, heated pool, hot tub, lounge area
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
We invite you to come enjoy your vacation at the Funky Beach Farmhouse! This professionally decorated beach house is sur ...
From $1120 per night (USD)
VRBO
From $750 per night (USD)
Expedia
Coconut Cottage by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Coconut Cottage! This beautiful 3-bedroom, 2-bathroom cottage has 1,620 square feet of elevated living space ...
From $750 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
South Bay Inn 3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $330 per night (USD)
VRBO
$Beach House w\/ pool on the north end of AMI$
From $884 per night (USD)
VRBO
Beach House w\/ pool on the north end of AMI
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming 3 bedroom elevated home with a private pool at 123 Hammock Road in Anna Maria which is only 2 short blocks to t ...
From $884 per night (USD)
VRBO
$Anna Maria Northshore beauty W\/ Private Pool. 1 block from Anna Maria Beach!!!$
Click For Pricing
VRBO
Anna Maria Northshore beauty W\/ Private Pool. 1 block from Anna Maria Beach!!!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Enjoy The Good Life! In our unforgettable Beach Home. The property was built to standards for guests who demand the very ...
Click For Pricing
VRBO
From $902 per night (USD)
Expedia
Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Cottage 110 is ...
From $902 per night (USD)
Expedia
From $589 per night (USD)
VRBO
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Cottage 109G is ...
From $589 per night (USD)
VRBO
$Adorable Cottage moments to beach w\/ pool, beach gear, bikes$
From $810 per night (USD)
Expedia
Adorable Cottage moments to beach w\/ pool, beach gear, bikes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This rental is part of the Anna Maria Beach Cottages. More information on this charming property below! Escape to Cotta ...
From $810 per night (USD)
Expedia

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