Manatee Area Rentals
From $513 per night (USD)VRBO
Sunshine Villa Minutes from Ami, Robinson Preserve
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Ready to unwind and relax? Welcome to “Sunshine Villa” a hidden gem just 2 miles from the beaches on Anna Maria Island. ...
From $513 per night (USD)VRBO
From $1035 per night (USD)Expedia
Luxury Home with Pool, Rooftop Deck, and Gulf Views! 1.5 Blocks to Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Montego Bay by AMI Locals VPR16-000472 Escape to Montego Bay, an Anna Maria Island vacation home with a private pool, ...
From $1035 per night (USD)Expedia
From $527 per night (USD)VRBO
Beach Days, Pool Nights, Pets & Family Memories
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property Highlights • Private heated pool with loungers and BBQ grill • Short drive to Anna Maria Island beaches • 3 ...
From $527 per night (USD)VRBO
From $529 per night (USD)Expedia
At Last: Ground-level, pool, hot tub, canalfront, dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
***Photos Updated May 2025*** Come slip away to this luxurious island retreat where all of your cares will drift away! T ...
From $529 per night (USD)Expedia
From $309 per night (USD)VRBO
Lazy Livin 6 · Pool 50 Ft Away · 2-Min Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2BR · 1BA · Sleeps 4 · Pool 50 Feet Away · 2-Min Walk to Gulf · Intracoastal 1 Block West · Two Trolley Stops Nearby · N ...
From $309 per night (USD)VRBO
From $1276 per night (USD)Expedia
7204-101 Great view Coach home on River Strand with golf membership
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf Coast Florida Properties would like to introduce the latest addition to our portfolio of vacation homes. 7204 RIVER ...
From $1276 per night (USD)Expedia
From $311 per night (USD)VRBO
Appletini-Private Pool Home IN Heart of Anna Maria By Island Real Estate Vacatio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise at Appletini, a beautifully renovated vacation rental in the heart of Holmes Beach on Anna Maria Isla ...
From $311 per night (USD)VRBO
From $238 per night (USD)Expedia
CF Shorewalk, near Anna Maria Island Beaches and IMG, Pools, Tennis, Pickleball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shorewalk CF. Enjoy this beautiful lake view upstairs 2 Bedroom/2 Bath condo 5 min away from IMG Academy, 15 min to the ...
From $238 per night (USD)Expedia
From $488 per night (USD)VRBO
Private Pool! Ping-Pong, Pool Table, Putt-Putt!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stormalong Bay by Anna Maria Island Accommodations Welcome to Stormalong Bay by Anna Maria Island Accommodations, a vi ...
From $488 per night (USD)VRBO
From $376 per night (USD)Expedia
Loggerhead at Blue Lagoon Unit 4-Anna Maria-By Island Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in beautiful Holmes Beach, this Anna Maria Island rental is a vacationers dream. Beautiful, tropical touches thr ...
From $376 per night (USD)Expedia
From $357 per night (USD)VRBO
Anna Maria Island-3/3 Pool Townhome-It's Still Summer Here and The Beach Calls!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This townhouse is beautifully decorated and completely modernized with everything you need for the perfect vacation in p ...
From $357 per night (USD)VRBO
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FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3/29 - 4/5 2025
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
WE ARE RENTING A FANTASTIC KEY WEST STYLE COTTAGE ON THE BEACH OF LONGBOAT KEY FLORIDA. JUST STEPS TO THE LOVELY BEACH ...
Click For PricingExpedia
From $436 per night (USD)VRBO
SeaStarVilla by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Star Villa! This well constructed 3 bedroom and 3 bathroom Island home is ready to host up to six guest ...
From $436 per night (USD)VRBO
From $411 per night (USD)Expedia
2 Acre 4BR Coastal Hideout: Heated Salt Pool Games
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Escape to this tropical coastal hideout near Anna Maria Island! ★ 4 Bedrooms | 2 Bathrooms | Accommodates 14 Guests ★ P ...
From $411 per night (USD)Expedia
From $391 per night (USD)VRBO
Cozy Cabana East – AMI w/ Heated Pool, Pets & Walk To The Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) Discover Cozy Cabana East, where comfort, car ...
From $391 per night (USD)VRBO
From $534 per night (USD)Expedia
Beachfront Condo with Stunning Gulf Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Paradise #4 by AMI Locals VPR16-000350 Welcome to Island Paradise #4, a stunning two-bedroom, two-bath beach ...
From $534 per night (USD)Expedia
From $409 per night (USD)VRBO
Beachfront Condo! Gulf Views, Pool, and Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Paradise #6 by AMI Locals VRC22-000085 Welcome to Island Paradise #6, a luxury beachfront condo in Holmes Beac ...
From $409 per night (USD)VRBO
From $311 per night (USD)Expedia
\"Hidden Gem\" - Peaceful Retreat with Lakefront Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hidden Gem is an affordable ground-floor end-unit is Shorewalk Villas and consists of a spacious 2-bedroom/2-bathroom co ...
From $311 per night (USD)Expedia
From $1044 per night (USD)VRBO
Beachfront Bliss! Pool, Spa and Sunsets!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beachfront Bungalow by AMI Locals VRC19-000270 Welcome to Beachfront Bungalow, a rare four-bedroom, three and a half ...
From $1044 per night (USD)VRBO
From $442 per night (USD)Expedia
Unit #207 Sand Cay Beach Resort Pool View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
207 Welcome to your ultimate oasis! This second-floor unit is very cozy with all the comforts of home, and only a 90 se ...
From $442 per night (USD)Expedia
From $486 per night (USD)VRBO
Newly Renovated - 1 Block from the Beach, Walk to Bars, Restaurants & Shopping!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**NON-SMOKING PROPERTY** The Haven at Bay Watch is newly renovated … everything from the walls in is brand new. The Hav ...
From $486 per night (USD)VRBO
From $616 per night (USD)Expedia
Beach Condo with Pool Near Holmes Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Coconuts Poolside #104 by AMI Locals VRC16-000664 Welcome to Coconuts Poolside #104! Enjoy the luxury of a dreamy one ...
From $616 per night (USD)Expedia
From $2237 per night (USD)VRBO
True Beachfront! 2 Beachfront Masters - Best Location!!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
The Diamond Star Beach House - New Beachfront House! Welcome to The Diamond Star! Experience beachfront living in the b ...
From $2237 per night (USD)VRBO
From $2620 per night (USD)Expedia
Luxury Beachfront Home with Pool, Golf Cart and Bikes Included!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Beachfront Paradise by Exclusive Vacations TPL19-000058, DWE5105473 Escape to Beachfront Paradise, part of our Exclus ...
From $2620 per night (USD)Expedia
From $596 per night (USD)VRBO
4BR Private Pool Home, Screened Lanai, & 3mi to SRQ Airport
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 12
Get into VACATION MODE at Paradise Palms! Bring the whole family to this beach inspired, well appointed home with lots ...
From $596 per night (USD)VRBO
From $901 per night (USD)Expedia
Sea Grape Inn #1- Beachfront Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEACH FRONT Condo- 1st Floor of Beach Front Property, 2 BDRM/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. ...
From $901 per night (USD)Expedia
From $326 per night (USD)VRBO
Private Pool/Spa - A Wave From It All by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New Name - A Wave From It All, formerly known as Island Dream, is a recently updated custom home nestled in the quiet re ...
From $326 per night (USD)VRBO
From $1409 per night (USD)Expedia
Beautiful Home with Pool, Waterslide and Spa! Gulf and Bay Views, Rooftop Deck -
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 15
Ocean Breeze by AMI Locals TPL21-000100, DWE5105473 Experience the ultimate vacation at Ocean Breeze, a stunning sev ...
From $1409 per night (USD)Expedia
From $210 per night (USD)VRBO
CK-near Beaches and IMG, Pool, Tennis, Pickleball, Shorewalk condo 2 Bedroom/2 Bath lake view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shorewalk CK. Enjoy this beautiful lake view ground floor 2 Bedroom/2 Bath condo 5 min away from IMG Academy, 15 min to ...
From $210 per night (USD)VRBO
From $364 per night (USD)Expedia
Panoramic bay views! 3-minute walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
What a gem of a spot to spend your Anna Maria Island vacation! This lovely two bedroom, two bath condo is directly bayfr ...
From $364 per night (USD)Expedia
From $523 per night (USD)VRBO
A Mermaid's Tale - By Island Real Estate Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
When you arrive at Anna Maria Island vacation rental home “A Mermaid's Tale” you are greeted with true island style and ...
From $523 per night (USD)VRBO
From $448 per night (USD)Expedia
Marias Way - 3BR/2BA Pool Home - Anna Maria City -By Island Real Estate Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BRAND NEW POOL! Located on the coveted northern end of Anna Maria Island, “Maria's Way” is a charming beach cottage off ...
From $448 per night (USD)Expedia
From $1136 per night (USD)VRBO
One block off Pine Ave w/ Amazing Rooftop Views! - AMI Memories
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
AMI Memories by AMI Locals VR20-000052 Welcome to AMI Memories, a stunning five bedroom, three and a half-bath Anna M ...
From $1136 per night (USD)VRBO
From $216 per night (USD)Expedia
Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Photos Updated January 2025! LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the night ...
From $216 per night (USD)Expedia
From $843 per night (USD)VRBO
\"Blue Bayou\" Coastal home Pool & Spa, putting green, dock & close to beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summed Up in a Sentence Blue Bayou is a three-bedroom pool home on an Anna Maria Island canal with fun amenities, perf ...
From $843 per night (USD)VRBO
From $292 per night (USD)Expedia
Pink Flamingo in Palm Isle Village 3203-Condo with Pool - By Island Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note: Discoloration in the pool is from staining, not dirt or debris in the pool, and the pool is safe and clea ...
From $292 per night (USD)Expedia
From $799 per night (USD)VRBO
North end AMI, 5* luxury home in one of the prettiest towns on gulf coast!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Castaway Cove, this beautiful residence is a Bean Point gem, a stunning 4 bedroom property and 2.5 bathroom o ...
From $799 per night (USD)VRBO
From $333 per night (USD)Expedia
Colorful Beach Cottage with Heated Pool and Walk to Sand!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Peacock Crossing by AMI Locals VRC22-000116 Welcome to Peacock Crossing, a stylishly renovated island retreat tucked ...
From $333 per night (USD)Expedia
From $317 per night (USD)VRBO
Charming cottage in quiet area, close to beach & bay.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Anna Maria Island ''paradise without an attitude''. Our ground level newly renovated unit is located in t ...
From $317 per night (USD)VRBO
From $2098 per night (USD)Expedia
Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Set on 2 acres of land on a 38 acre private island, this award winning home will provide an island vacation experience f ...
From $2098 per night (USD)Expedia
From $317 per night (USD)VRBO
One Particular Harbour 392-201 · Courtyard View · Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2BR · 2BA · Sleeps 5 · 1,500 Sq Ft · Partial Courtyard View · Screened Lanai with Pull-Down Shades · King & Full/Twin Be ...
From $317 per night (USD)VRBO
From $802 per night (USD)Expedia
Hop, Skip and a Beach - 4Bed Pool Home in Anna Maria City - By Island Real Estat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Oh so close to the beach all it takes is a Hop, Skip and a Jump to get to the Beach! This newer 4 bedroom private pool h ...
From $802 per night (USD)Expedia
From $251 per night (USD)VRBO
AMI Moana Villa 3-minute walk to the beach plus heated pool, grill, beach gear
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Find everything you need for a fun and memorable beach getaway at this three-bedroom Holmes Beach rental! You'll have a ...
From $251 per night (USD)VRBO
From $1503 per night (USD)Expedia
Summer Sunset-6 bedroom luxury with private pool directly across from the beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
At A Glance Located across the street from the beach Rooftop deck with Gulf and Bay views Private heated pool Covered l ...
From $1503 per night (USD)Expedia
From $1278 per night (USD)VRBO
Summer House-8 bedroom, Rooftop, short walk to the beach, private pool/spa and w
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 20
Short walk to the beach Rooftop deck with Gulf and Bay views Private heated pool with spa, water slide, and swim-up tiki ...
From $1278 per night (USD)VRBO
From $171 per night (USD)Expedia
Pine Bay Forest 7521 - Bradenton - Very nice 2 Bedroom /2 Bath villa , maximum occupancy of 4 people. This very nice condo does require a 3 month (90 days) minimum stay .
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Pine Bay Forest 7521 - Bradenton - Very nice 2 Bedroom /2 Bath villa, maximum occupancy of 4 people. This very nice c ...
From $171 per night (USD)Expedia
From $270 per night (USD)VRBO
Dreamscape: North End Pool Home, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dreamscape by Anna Maria Life Vacation Rentals 773 Jacaranda Rd, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $270 per night (USD)VRBO
From $902 per night (USD)Expedia
5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
5 O'Clock Somewhere by Anna Maria Life Vacation Rentals 216 Chilson, Anna Maria, FL 34216 What You'll Love About This H ...
From $902 per night (USD)Expedia
From $504 per night (USD)VRBO
One Particular Harbour 392-102~ Beaches 5 minutes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Gorgeous three bedroom, three bath unit overlooking the Anna Maria Sound and Intracoastal Waterway. Anna Maria is just a ...
From $504 per night (USD)VRBO
From $284 per night (USD)Expedia
Renovated Beach Paradise. Ground Floor unit 64
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Completely renovated. Everything is new. Amazing location. This condo has patio. Condo management will help you with you ...
From $284 per night (USD)Expedia
From $460 per night (USD)VRBO
Beach N Bay 204 by Duncan Real Estate
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<div> </div> Amenities Include: - Bedroom 1 King - Bedroom 2 Twins - Bathroom 1 Walk-in Shower - Hot ...
From $460 per night (USD)VRBO
From $177 per night (USD)Expedia
Very Close To IMG Academy, Beaches, Restaurants, Shopping and Grocery Stores.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Cozy two bedrooms and two baths first floor easy access, centrally located, quite, clean corner unit. Recently Updates i ...
From $177 per night (USD)Expedia
From $436 per night (USD)VRBO
Home 5 Mins to Beach with Private Pool and Pool Table - Three Little Birds Cotta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Three Little Birds Cottage by Anna Maria Island Accommodations Welcome to Three Little Birds Cottage by Anna Maria Isl ...
From $436 per night (USD)VRBO
From $968 per night (USD)VRBO
Sarasota Waterfront - Boat Dock poo/spa, kayaks -12 min to Lido Beach & Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Canal front home with salt system pool/spa, boat & jet ski , kayak lifts. Bring your boat or rent one. Try our 3 kayak ...
From $968 per night (USD)VRBO
From $466 per night (USD)VRBO
Heated Pool Florida Home 10 miles beach 3 miles IMG
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to your home away from home in sunny Bradenton, FL! This beautifully furnished 3-bedroom, 2-bathroom heated pool ...
From $466 per night (USD)VRBO
From $625 per night (USD)VRBO
Tropical Paradise - boutique house and cottage with outdoor entertainment deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This house, located in a prime location next door to the best restaurant on the Island, is a tropical paradise that you ...
From $625 per night (USD)VRBO
From $535 per night (USD)VRBO
Outdoor Bar & Heated Pool: Bradenton Beach Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Treat yourself to a tropical escape while staying at this bright and spacious 2-bed, 2-bath home in Bradenton Beach. Wit ...
From $535 per night (USD)VRBO
From $220 per night (USD)Expedia
8119 Luxury big family vacation home on golf course
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Gulf Coast Florida Properties would like to introduce the latest addition to our portfolio of vacation homes. 8119 QUAIL ...
From $220 per night (USD)Expedia
From $573 per night (USD)VRBO
Coquina Beach Club unit 205
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come sneak away to your own private oasis at Paradise condo. This beautiful, fully updated condo is located directly on ...
From $573 per night (USD)VRBO
From $1111 per night (USD)Expedia
DodtHouse1,2,3 Directly on the Beach - By Island Real Estate Vacations
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Family friendly with fantastic views and directly on the Gulf of Mexico sound like your idea of a perfect vacation renta ...
From $1111 per night (USD)Expedia
From $827 per night (USD)VRBO
Home just steps to BEACH! Private pool and spa - Sign of the Mermaid
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Sign of the Mermaid by AMI Locals 116 Peppertree Ln, Anna Maria, Florida Vacation Rental License: VR17-000054 Welcom ...
From $827 per night (USD)VRBO
From $1142 per night (USD)Expedia
The Perfect Gulf Front Vacation, Directly on the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Osprey House, Gulf front vacation rental-located on the North end of Anna Maria Island. Located directly on t ...
From $1142 per night (USD)Expedia
From $812 per night (USD)VRBO
Coastal Sunrise- Luxury 3 bedroom gulf front condo with stunning views with pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coastal Sunrise 3302 Gulf Drive Unit 202, Holmes Beach, Fl 34217 VRC16-000616 What you will love about this property: • ...
From $812 per night (USD)VRBO
From $965 per night (USD)Expedia
Ocean Walk- 5 bedroom heated pool/spa and 6 houses from the white sandy beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Ocean Walk 117 Willow Ave, Anna Maria What you will love about this property: • Southern facing private heated pool with ...
From $965 per night (USD)Expedia
From $1051 per night (USD)VRBO
Coastal Bliss- 2-Minute Walk (500 Feet) to the beach with private pool and spa
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Coastal Bliss 203 B 69th Street, Holmes Beach, FL 34217 VRC19-000023 What you will love about this property: • 2- minut ...
From $1051 per night (USD)VRBO
From $569 per night (USD)Expedia
Private Tropical Oasis - Tarpon Point - Pool/Spa, Perfect Island Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this charming 3 bedroom, 2 bathroom island oasis nestled into a corner lot within walking distance to The Gulf ...
From $569 per night (USD)Expedia
From $305 per night (USD)VRBO
Steps to Beach - The Cozzi Cottage by SeaBreeze Vacation
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Brimming with historic character, this charming ground level 1 bedroom/1 bath cottage has a bright modern, organic feel– ...
From $305 per night (USD)VRBO
From $328 per night (USD)Expedia
Palmas de Lucia w/Hot Tub+5mi to Beach, Near IMG!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Modern, Spacious 3BR Home – Jacuzzi, Near Beaches & Attractions Enjoy a stylish, comfortable stay in this recently reno ...
From $328 per night (USD)Expedia
From $694 per night (USD)VRBO
Beach View - Sunset Landings Unit 5 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunset Landings Unit 5 is a spacious 2 bedroom/2.5 bath townhome with amazing views of the Gulf of Mexico. With just a f ...
From $694 per night (USD)VRBO
From $358 per night (USD)Expedia
Beach View - Sunset Landings Unit 2 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Isl ...
From $358 per night (USD)Expedia
From $461 per night (USD)VRBO
Twin Palms: Big House Close to Beach, Heated Lagoon Pool, Infant/Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Stay at the home of a NY Times best-selling food writer and her architectural designer/tech husband! Pet friendly, lots ...
From $461 per night (USD)VRBO
From $831 per night (USD)Expedia
Beachfront 2B/1B - Newly Remodeled Ground Floor unit. Right on the beach. M
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
TWO SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. You step out the door ...
From $831 per night (USD)Expedia
From $708 per night (USD)VRBO
The Palm Leaf by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Palm Leaf is a newly remodeled three-bedroom, two-bathroom private home with a pool and spa. This fabulous house i ...
From $708 per night (USD)VRBO
From $544 per night (USD)Expedia
LOCATION! COMPLETE REHAB Great pool, close to north bean pt., twin family rooms
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Location, Location, Location.... recently remodeled and improved after storms... surrounded by multi million dollar home ...
From $544 per night (USD)Expedia
From $234 per night (USD)VRBO
Steps from the beach 2BR @Manatee Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Coconut AMI unit 1, located at 4104 4th Avenue in Holmes Beach, on Anna Maria Island, a delightful island loc ...
From $234 per night (USD)VRBO
From $405 per night (USD)VRBO
Beach Palms 5B-Beach 1 Minute Walk-Heated Pool-Free Wi-Fi-Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
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 $405 per night (USD)VRBO
From $660 per night (USD)VRBO
The Salted Coconut by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
THE SALTED COCONUT The Salted Coconut is just a short stroll to the beautiful beaches of Anna Maria! This gorgeous home ...
From $660 per night (USD)VRBO
From $244 per night (USD)Expedia
Great location near Manatee Beach 1BR at Casa Coconut AMI#3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great work or study from "home" while on vacation. This unit has large office space in addition to the living area ...
From $244 per night (USD)Expedia
From $251 per night (USD)VRBO
Location! Steps from Manatee Beach 2BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Coconut AMI unit 2 is located at 4104 4th Avenue in Holmes Beach, on Anna Maria Island, a delightful island l ...
From $251 per night (USD)VRBO
From $675 per night (USD)Expedia
Pure Bliss: Heated Pool, Lanai, Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***Photos Updated June 2025*** This newly renovated 2-bedroom, 2-bathroom cottage truly lives up to its name. Completed ...
From $675 per night (USD)Expedia
From $789 per night (USD)VRBO
Mermaid Cove: Updated Forida Cottage w/pool, hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
You'll fall in love with Mermaid Cove the second you step inside. This beautifully refurbished property boasts all the m ...
From $789 per night (USD)VRBO
From $1532 per night (USD)Expedia
South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Photos updated March 2025! Newly redesigned in 2025, this stunning 4-bedroom, 3.5-bathroom beach house offers the perfe ...
From $1532 per night (USD)Expedia
From $539 per night (USD)VRBO
Canal front pool home on the north end of Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
What more could you want from a vacation rental then a beautiful Mediterranean inspired canal home nestled into the priv ...
From $539 per night (USD)VRBO
From $642 per night (USD)Expedia
A Wave From It All – Pool, Cabana, Putting Green & Pet-Friendly Oasis on AMI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to A Wave From It All! On Anna Maria Island (Anna Maria, FL) Experience A Wave From It All — a single-level isl ...
From $642 per night (USD)Expedia
From $246 per night (USD)VRBO
Private Heated Pool House 6 miles from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Single family home in West Bradenton. Only 6 miles from Anna Maria Island Bradenton Beach and 2 miles from IMG Academy. ...
From $246 per night (USD)VRBO
From $325 per night (USD)Expedia
Pet-Friendly Bradenton Home 1.5 Mi to Cortez Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Florida’s Gulf Coast for a relaxing getaway at ‘Lighthouse Cottage’ — a 2-bedroom, 2-bathroom vacation rental ...
From $325 per night (USD)Expedia
From $995 per night (USD)VRBO
Take Me Away - Stylish Coastal Escape with Pool Near Beach and Trolley
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Take Me Away by AMI Locals VRC20-000170 Welcome to Take Me Away by AMI Locals, a freshly renovated 4-bedroom, 4-bath ...
From $995 per night (USD)VRBO
From $646 per night (USD)Expedia
Yellowbird: AMI North End, Gulf Views, Pool, Tiki Hut, Elevator by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Yellowbird by Anna Maria Life Vacation Rentals 705 North Shore Dr., Anna Maria, FL 34216 What You'll Love About This Ho ...
From $646 per night (USD)Expedia
From $379 per night (USD)VRBO
Charming Longboat Village Hideaway–2BR in a Quiet Coastal Neighborhood by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Step into tranquility with Longboat Village Getaway, a charming two-bedroom, two-bathroom stilted home nestled on the pe ...
From $379 per night (USD)VRBO
From $277 per night (USD)Expedia
Terrace Condo 1 · 3 Lanais · Trolley · Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-00237 2BR · 2BA · Sleeps 6 · Three Lanais · Pergola Pool Area · Trolley Under 1 Block · 2-Min Walk to Beach · Sin ...
From $277 per night (USD)Expedia
From $507 per night (USD)VRBO
Bay Breeze Cottages #1 (The Mahi-Mahi)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $507 per night (USD)VRBO
From $211 per night (USD)Expedia
Pet friendly 3 BR Pool Home ⚓ on quiet cul-de-sac
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Paradise found! This comfortable 3-bedroom home in West Bradenton is a short drive to Florida's beautiful Anna Maria Isl ...
From $211 per night (USD)Expedia
From $594 per night (USD)VRBO
Spacious 3 Bed Beach Club at AMI #10 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...
From $594 per night (USD)VRBO
From $438 per night (USD)Expedia
2 BR Beach front villa with enclosed lanai overlooking the pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom home with a split floor plan works beautifully to accommodate your family's vacation. You walk into a wel ...
From $438 per night (USD)Expedia
From $299 per night (USD)VRBO
❤️ Family Friendly ❤️ Lovely 3 BR Pool Home - Fiberoptic Internet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a Vacation at Our Lovely Pool Home! 3 BR with Fiber Optic Internet! ❤️Family Friendly! Come enjoy your next Florid ...
From $299 per night (USD)VRBO
From $263 per night (USD)Expedia
⚓3/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you ...
From $263 per night (USD)Expedia
From $315 per night (USD)VRBO
Beach getaway pool, spa, mini golf, walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the spacious, fully updated two bedroom two bathroom ground floor retreat on Ana Maria Island. This large home ...
From $315 per night (USD)VRBO
From $250 per night (USD)Expedia
3/2 Lakefront Pool Home ☀️ NW Bradenton ☀️ Pool South Exposure
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This exceptional Lakefront Pool Home is located in a small and quaint community in Northwest Bradenton. Sit on the fres ...
From $250 per night (USD)Expedia
From $275 per night (USD)VRBO
Cute Home with pool, spa, mini golf walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your newly renovated Anna Maria Island escape! This charming and cozy 1-bedroom retreat is the perfect hideaw ...
From $275 per night (USD)VRBO
From $493 per night (USD)Expedia
4BR Htd Pool-Golf View/Near IMG/Siesta/Lido Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to The Siesta Retreat! We are delighted to have you. This gorgeous home has been completely renovated in a peac ...
From $493 per night (USD)Expedia