Manatee Area Rentals
From $418 per night (USD)VRBO
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 $418 per night (USD)VRBO
From $274 per night (USD)Expedia
Stunning 2/2 Condo LBK with Bay Views & Boat Slip Rental!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Longboat Key is perfect for a dream vacation on an island! This condo offers a stunning 180-degree view of Sarasota Bay. ...
From $274 per night (USD)Expedia
From $827 per night (USD)VRBO
Sol Mate w/ a backyard beach - 10min to Anna Maria Island
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to “Sol Mate” our spacious 3700 square ft 5 bedroom home is just minutes from white sandy beaches (4.5 miles)!! ...
From $827 per night (USD)VRBO
From $848 per night (USD)Expedia
One block off Pine Ave w/ Amazing Rooftop Views! - AMI Memories
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
AMI Memories by AMI Locals Home in Anna Maria VR20-000052 Welcome to AMI Memories! This three-level home boasts fiv ...
From $848 per night (USD)Expedia
From $150 per night (USD)VRBO
Sweet duplex with WiFi, central AC, & gas grill - close to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Coastal Tides Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $150 per night (USD)VRBO
From $286 per night (USD)Expedia
Unwind in Style: 3-Bedroom Penthouse at The Blue Lagoon, Margaritaville
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Your Island Lifestyle Retreat at The Blue Lagoon Escape into paradise each day in this exclusive 3-bedroom pe ...
From $286 per night (USD)Expedia
From $212 per night (USD)VRBO
Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Photos Updated January 2025! LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the night ...
From $212 per night (USD)VRBO
From $687 per night (USD)Expedia
Blue Bayou | Family fun pool home with hot tub, canalfront with a dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
❗ Check-in and checkout days are typically Monday or Friday—with some exceptions for holidays and certain times of the ...
From $687 per night (USD)Expedia
From $207 per night (USD)VRBO
Paradise Villa- near beautiful beaches and IMG
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come relax in Paradise! The bright, beachy 3/2 home has everything you need for the perfect getaway. Each room has a Sma ...
From $207 per night (USD)VRBO
From $727 per night (USD)Expedia
Luxury 5* home rental with private pool
- 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 $727 per night (USD)Expedia
From $321 per night (USD)VRBO
Peacock Crossing by AMI Locals - NEWLY Remodeled! Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Peacock Crossing! Highlights • Newly Renovated with Modern Furnishings and Appliances • Private Heated Pool ...
From $321 per night (USD)VRBO
From $306 per night (USD)Expedia
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 $306 per night (USD)Expedia
From $1638 per night (USD)VRBO
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 $1638 per night (USD)VRBO
From $231 per night (USD)Expedia
2 Bedroom 2 Bath Luxury Condo in Margaritaville
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This new 2 bedroom 2 bath condo offers a partial courtyard view and spacious accommodations. The 1,500 sq. foot, open la ...
From $231 per night (USD)Expedia
From $670 per night (USD)VRBO
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 $670 per night (USD)VRBO
From $119 per night (USD)Expedia
Resort Style Living!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
First floor condo with convenient and ample parking. Enjoy the luxurious heated pool, lighted tennis court, and 24 hour ...
From $119 per night (USD)Expedia
From $820 per night (USD)VRBO
4 Bedroom Townhouse - Your private Holmes Beach vacation home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the spacious Unit 12, a four-bedroom, three-bathroom townhouse attractively adorned with white walls, cool pa ...
From $820 per night (USD)VRBO
From $293 per night (USD)Expedia
AMI Moana Villa 3-minute walk to the beach plus community heated pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Find everything you need for a fun and memorable beach getaway at this three-bedroom Holmes Beach rental! You'll have a ...
From $293 per night (USD)Expedia
From $1092 per night (USD)VRBO
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 $1092 per night (USD)VRBO
From $1057 per night (USD)Expedia
Summer House-Rooftop, short walk to the beach, private pool/spa and water slide
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 20
At A Glance Short walk to the beach Rooftop deck with Gulf and Bay views Private heated pool with spa, water slide, and ...
From $1057 per night (USD)Expedia
From $1202 per night (USD)VRBO
Summer Paradise-Rooftop deck and private heated pool/spa
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
At A Glance Two houses down from beach access Rooftop deck with Gulf and Bay views Private heated pool with spa, water ...
From $1202 per night (USD)VRBO
From $149 per night (USD)Expedia
Pine Bay Forest 7521 - Bradenton - Very nice 2 Bedroom /2 Bath villa ,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Pine Bay Forest 7521 - Bradenton - Very nice 2 Bedroom /2 Bath villa, maximum occupancy of 4 people. This very n ...
From $149 per night (USD)Expedia
From $375 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 $375 per night (USD)VRBO
From $956 per night (USD)Expedia
Luxury Pool Home near Beach with Rooftop Deck and Games! - Malibu Beach
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Malibu Beach by AMI Locals Home in Holmes Beach, Florida VRC18-000067 Get ready for the ultimate beach vacation at Ma ...
From $956 per night (USD)Expedia
From $290 per night (USD)VRBO
Beautiful Cottage with Private Pool, Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage #1 by AMI Locals Condo in Holmes Beach, FL VRC18-000069 Highlights • 1-minute walk from the Beach • Priv ...
From $290 per night (USD)VRBO
From $198 per night (USD)Expedia
Ground-floor home with fast WiFi, shared pool, & central AC - close to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Villas, Condo 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $198 per night (USD)Expedia
From $935 per night (USD)VRBO
Perfect Family Vacation Home with Private Pool and Spa!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Surf View by Anna Maria Island Locals Home in Holmes Beach, FL Highlights • Pool with sundeck, spa, swim-up Tiki table ...
From $935 per night (USD)VRBO
From $441 per night (USD)Expedia
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 $441 per night (USD)Expedia
From $362 per night (USD)VRBO
Renovated Beach Paradise. Ground Floor unit 64
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Completely renovated. Everything is new. Amazing location. Condo management will help you with your accommodation. The u ...
From $362 per night (USD)VRBO
From $323 per night (USD)Expedia
Beach N Bay 204 by Duncan Real Estate
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beach N Bay 204! A honeymooners delight or a couple's retreat! Enjoy a romantic getaway! Don't miss your ch ...
From $323 per night (USD)Expedia
From $170 per night (USD)VRBO
4330 lakeview updated ground floor unit close to beach and IMG
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious self catering apartment/condo available at the popular resort of Shorewalk Vacation Villas, Bradenton/Sarasota, ...
From $170 per night (USD)VRBO
From $167 per night (USD)Expedia
Updated Condo 2Br + 2Bath - Close to beach and IMG
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
New kitchen appliances and wood cabinetry, Bed Room with queen size bed and Bed Room with two twin extra long beds can b ...
From $167 per night (USD)Expedia
From $604 per night (USD)VRBO
Home 5 Mins to Beach with Private Pool & Pool Table - Three Little Birds Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Three Little Birds Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Three Littl ...
From $604 per night (USD)VRBO
From $367 per night (USD)Expedia
Beautiful Beach Home Right Near the Water with Private Pool, AC, & Fast WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Joy Abounds Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $367 per night (USD)Expedia
From $317 per night (USD)VRBO
Charming Ground Floor Condo with Shared Pool, High-Speed WiFi, and Central AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Villa 1B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $317 per night (USD)VRBO
From $815 per night (USD)Expedia
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 $815 per night (USD)Expedia
From $192 per night (USD)VRBO
Game Room Florida Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to your home away from home in sunny Bradenton, FL! This beautifully furnished 3-bedroom, 2-bathroom retreat is ...
From $192 per night (USD)VRBO
From $589 per night (USD)Expedia
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 $589 per night (USD)Expedia
From $397 per night (USD)VRBO
Bay Views, Steps to Beach Close to the bay, Gulf beaches, and dining.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to Snyder’s Rest A & B, a charming ground-level duplex perfectly nestled between the bay and the Gulf beaches in ...
From $397 per night (USD)VRBO
From $489 per night (USD)Expedia
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 $489 per night (USD)Expedia
From $193 per night (USD)VRBO
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 $193 per night (USD)VRBO
From $471 per night (USD)Expedia
Coquina Beach Club #205: Gulf front condo with balcony
- 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 $471 per night (USD)Expedia
From $1026 per night (USD)VRBO
Large Home 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 $1026 per night (USD)VRBO
From $862 per night (USD)Expedia
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 Home in Anna Maria, Florida VR17-000054 Welcome to Sign of the Mermaid, a luxurious ...
From $862 per night (USD)Expedia
From $714 per night (USD)VRBO
Mainsail Beach Inn 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2.5 ...
From $714 per night (USD)VRBO
From $1022 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 $1022 per night (USD)Expedia
From $773 per night (USD)VRBO
Coastal Sunrise- Luxury 3 bedroom gulf front condo with stunning views with pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury Direct Gulf Front Condo Very large unit- 2100 sq ft-Top Floor, Corner Unit Panoramic Gulf views-private stairs fr ...
From $773 per night (USD)VRBO
From $918 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
At A Glance North-facing private heated pool with a spa Steps to the beach Loft and bonus rec room by the pool Part of o ...
From $918 per night (USD)Expedia
From $967 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
At A Glance 2-Minute Walk (500 Feet) to the Beach! Private Pool and Outdoor Spa, Heated Seasonally Outdoor Bar and Pool ...
From $967 per night (USD)VRBO
From $116 per night (USD)VRBO
Luxury Resort-Style 2 bd - 2 ba (8351)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Luxury condo close to UTC and best Sarasota beaches. Highly desirable ground floor unit at the luxurious Serenata Condom ...
From $116 per night (USD)VRBO
From $859 per night (USD)VRBO
Private Tropical Oasis so close to BEACH with a great Pool and Spa!
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
Tropical Oasis by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private pool with waterfall, hot tub ...
From $859 per night (USD)VRBO
From $301 per night (USD)Expedia
Great Cottage with private pool, so close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Cottage #4 By Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $301 per night (USD)Expedia
From $601 per night (USD)VRBO
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 $601 per night (USD)VRBO
From $289 per night (USD)Expedia
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 $289 per night (USD)Expedia
From $243 per night (USD)VRBO
Palmas de Lucia w/Hot Tub+5mi to Beach, Near IMG!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy a stylish experience at this centrally-located house. It is modern, recently renovated, and spacious. Think a ...
From $243 per night (USD)VRBO
From $287 per night (USD)Expedia
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 $287 per night (USD)Expedia
From $279 per night (USD)VRBO
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 $279 per night (USD)VRBO
From $537 per night (USD)Expedia
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 $537 per night (USD)Expedia
From $703 per night (USD)VRBO
Beachfront 2B/1B Ground Floor. Newly Remodeled. Amazing Sunsets - M
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
TWO SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Open plan with amazi ...
From $703 per night (USD)VRBO
From $539 per night (USD)Expedia
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 is ...
From $539 per night (USD)Expedia
From $322 per night (USD)VRBO
Great location near Manatee Beach 1BR
- 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 and i ...
From $322 per night (USD)VRBO
From $209 per night (USD)Expedia
2BR Steps from Manatee Beach
- 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 locale ...
From $209 per night (USD)Expedia
From $340 per night (USD)VRBO
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 $340 per night (USD)VRBO
From $627 per night (USD)Expedia
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 $627 per night (USD)Expedia
From $441 per night (USD)VRBO
One Particular Harbour 396-103~ Beaches 5 minutes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Gorgeous, former Model unit overlooking Anna Maria Sound and the Intracoastal Waterway has a nearly unobstructed view of ...
From $441 per night (USD)VRBO
From $1191 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 $1191 per night (USD)Expedia
From $642 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 $642 per night (USD)VRBO
From $471 per night (USD)Expedia
LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, 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 $471 per night (USD)Expedia
From $230 per night (USD)VRBO
Steps from the Beach 2BR
- 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 locale di ...
From $230 per night (USD)VRBO
From $295 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 $295 per night (USD)VRBO
From $639 per night (USD)VRBO
The Salted Coconut by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Salted Coconut is just a short stroll to the beautiful beaches of Anna Maria! This gorgeous home is a 3-bedroom, 3-b ...
From $639 per night (USD)VRBO
From $604 per night (USD)Expedia
A Wave From It All - Renovated Oasis w/ Pool, Cabana, Putting Green & Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to A Wave From It All! On Anna Maria Island (Anna Maria, FL) After sustaining hurricane damage, this charming A ...
From $604 per night (USD)Expedia
From $1088 per night (USD)VRBO
Beach views, private pool + spa, rooftop deck! Luxury 7 bedroom home
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Gulf Horizons by AMI Locals Home in Bradenton Beach, Florida TPL22-000084 Welcome to Gulf Horizons, a phenomenal vacati ...
From $1088 per night (USD)VRBO
From $233 per night (USD)Expedia
Pet-Friendly Bradenton Home ~ 3 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 $233 per night (USD)Expedia
From $373 per night (USD)VRBO
Sleek Mid-Century Modern House Close To Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sleek Mid-Century Modern House Close to Beach Welcome to our spacious, mid-century modern home on the beautiful, sunny, ...
From $373 per night (USD)VRBO
From $856 per night (USD)Expedia
Incredible pool home near the beach - Take Me Away
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Take Me Away by AMI Locals Home in Holmes Beach, FL 34217 VRC20-000170 Welcome to Take Me Away, a lovely, recently reno ...
From $856 per night (USD)Expedia
From $728 per night (USD)VRBO
Yellowbird: AMI North End, Gulf Views, Pool, Tiki Hut, Elevator by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
705 North Shore Dr., Anna Maria, FL 34216 What You'll Love About This Home: Location! North End of AMI - Quick Walk to ...
From $728 per night (USD)VRBO
From $459 per night (USD)Expedia
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 $459 per night (USD)Expedia
From $251 per night (USD)VRBO
Terrace Condo 1 Pool Condo Relaxing Tropical Pool Deck Close To Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC 19-00237 The Terrace Condominium #1, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably fu ...
From $251 per night (USD)VRBO
From $275 per night (USD)Expedia
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 $275 per night (USD)Expedia
From $356 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 $356 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 is located in West Bradenton, only a short drive to Florida´s most bea ...
From $211 per night (USD)Expedia
From $385 per night (USD)VRBO
Spacious Coastal 3 Bedroom Unit - Beach Club at Anna Maria Island #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 $385 per night (USD)VRBO
From $386 per night (USD)Expedia
Canal front home with boat access and and private pool and spa with fountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The Sapphire Sea Star Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $386 per night (USD)Expedia
From $211 per night (USD)VRBO
❤️ Family Friendly ❤️ Lovely 3 BR Pool Home ❤️ Fiberoptic Internet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step into luxury at our stunning and contemporary vacation home in West Bradenton. Just a short drive from the idyllic b ...
From $211 per night (USD)VRBO
From $237 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 $237 per night (USD)Expedia
From $334 per night (USD)VRBO
Sunrise Bay Unit B! Heated pool! Walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a spacious completely updated ground floor 2/2. Unit B is part of a 2 unit duplex with a private porch and grill ...
From $334 per night (USD)VRBO
From $238 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 $238 per night (USD)Expedia
From $468 per night (USD)VRBO
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 $468 per night (USD)VRBO
From $254 per night (USD)Expedia
Tropical Oasis Awaits! Any day check-ins until November with plenty of Fall dates available!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This charming 2 bedroom/ 2 bathroom, 1st floor condo is truly an island treasure, with style that reflects the island it ...
From $254 per night (USD)Expedia
From $252 per night (USD)VRBO
Beachside getaway! Adorable home with pool spa access! 5 min walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is unit A in a 2 unit duplex. The place has been completely upgraded from top to bottom with brand new everything. ...
From $252 per night (USD)VRBO
From $450 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 $450 per night (USD)Expedia
From $224 per night (USD)VRBO
Walk to Beach: Home w/ Porch on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Map out your coastal Florida escape to this warm and welcoming 2-bedroom, 2-bathroom vacation rental located on Anna Mar ...
From $224 per night (USD)VRBO
From $405 per night (USD)Expedia
Beautiful 3Bed/3 Bath, Heated Pool, WiFi & Trolley, Stroll to Pristine Beach,...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! Forget your cares at this thoughtfully renovated 3 bedroom, 3 bath, pool hom ...
From $405 per night (USD)Expedia
From $208 per night (USD)VRBO
Fountainhead Condo 3 2/2 Condo Steps To white Sugar Sand Beach, Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC21-000076 Fountainhead Condo #3, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful b ...
From $208 per night (USD)VRBO
From $354 per night (USD)Expedia
HEATED POOL & SPA ON CANAL, FREE WiFi & Trolley, Close to Beach & Bay!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
**ASK ABOUT LAST MINUTE DEALS! Families or groups of friends love this big open house with plenty of room a ...
From $354 per night (USD)Expedia
From $757 per night (USD)VRBO
Tiki a Gulf-Front Escape with Unmatched Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000568 Tiki | Gulf-Front Escape with Unmatched Views Your Private Slice of Paradise Awaits! Perched directly on ...
From $757 per night (USD)VRBO
From $359 per night (USD)Expedia
Cozy Cottage for 4 located steps from the beach. Heated Pool in private Patio.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Yellowfin Cottage located just 2 houses from the Gulf beaches on Anna Maria Island. Yellowfin Cottage is a gr ...
From $359 per night (USD)Expedia
From $367 per night (USD)VRBO
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everythin ...
From $367 per night (USD)VRBO
From $365 per night (USD)Expedia
Heated Pool Ranch Home, Steps to Beach, FREE WiFi and Trolley, Dog*(See Note)...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**ASK ABOUT LAST MINUTE DEALS! COMPLETLY REDONE!! You will fall in love with this adorable three-bedroom, t ...
From $365 per night (USD)Expedia