
Manatee Area Rentals

- From $706 per night (USD)
VRBO
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 $706 per night (USD)VRBO
- From $205 per night (USD)
Expedia
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 $205 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Pink Flamingo in Palm Isle Village - 2BR Condo with Pool - By Island Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the best Anna Maria Island has to offer when you stay in this comfortable condo steps from an amazing white san ...
From $260 per night (USD)VRBO
- From $757 per night (USD)
Expedia
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 $757 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Colorful Beach Cottage w/ Heated Pool + Walk to Sand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Peacock Crossing by AMI Locals Charming Island Cottage with Heated Pool and Beach Access 205 Peacock Ln, Unit B | Hol ...
From $380 per night (USD)VRBO
- From $315 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 $315 per night (USD)Expedia
- From $1459 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 $1459 per night (USD)VRBO
- From $220 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 $220 per night (USD)Expedia
- From $586 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 $586 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 $790 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 $790 per night (USD)VRBO
- From $318 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 $318 per night (USD)Expedia
- From $992 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 $992 per night (USD)VRBO
- From $963 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 $963 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $159 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 $159 per night (USD)Expedia
- From $317 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 $317 per night (USD)VRBO
- From $1208 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 $1208 per night (USD)Expedia
- From $328 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 $328 per night (USD)VRBO
- From $185 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 $185 per night (USD)Expedia
- From $1328 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 $1328 per night (USD)VRBO
- From $395 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 $395 per night (USD)Expedia
- From $278 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 $278 per night (USD)VRBO
- From $289 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 $289 per night (USD)Expedia
- From $163 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 $163 per night (USD)VRBO
- From $163 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 $163 per night (USD)Expedia
- From $409 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 $409 per night (USD)VRBO
- From $240 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 $240 per night (USD)Expedia
- From $300 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 $300 per night (USD)VRBO
- From $804 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 $804 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Heated Pool 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 heated pool ...
From $224 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 $371 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 $371 per night (USD)VRBO
- From $193 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 $193 per night (USD)Expedia
- From $520 per night (USD)
VRBO
September Golf Cart Special
- 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 $520 per night (USD)VRBO
- From $962 per night (USD)
Expedia
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 $962 per night (USD)Expedia
- From $1085 per night (USD)
VRBO
Luxury Island Escape with Pool, Swim-Up Tiki Bar, Game Room and Rooftop Deck
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
Tropical Oasis by Anna Maria Island Accommodations Luxury Island Escape with Pool, Swim-Up Tiki Bar, Game Room and Roo ...
From $1085 per night (USD)VRBO
- From $900 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 $900 per night (USD)Expedia
- From $705 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 $705 per night (USD)VRBO
- From $1001 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 $1001 per night (USD)Expedia
- From $670 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 $670 per night (USD)VRBO
- From $916 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 $916 per night (USD)Expedia
- From $939 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 $939 per night (USD)VRBO
- From $119 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 $119 per night (USD)VRBO
- From $302 per night (USD)
VRBO
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 $302 per night (USD)VRBO
- From $576 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 $576 per night (USD)Expedia
- From $252 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 $252 per night (USD)VRBO
- From $243 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 $243 per night (USD)Expedia
- From $301 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 $301 per night (USD)VRBO
- From $277 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 $277 per night (USD)Expedia
- From $475 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 $475 per night (USD)VRBO
- From $437 per night (USD)
Expedia
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 $437 per night (USD)Expedia
- From $490 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 is ...
From $490 per night (USD)VRBO
- From $454 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 $454 per night (USD)Expedia
- From $245 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 $245 per night (USD)VRBO
- From $236 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 $236 per night (USD)VRBO
- From $546 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 $546 per night (USD)VRBO
- From $299 per night (USD)
Expedia
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 $299 per night (USD)Expedia
- From $219 per night (USD)
VRBO
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 $219 per night (USD)VRBO
- From $371 per night (USD)
Expedia
September Golf Cart Special
- 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 $371 per night (USD)Expedia
- From $494 per night (USD)
VRBO
September Golf Cart Special
- 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 $494 per night (USD)VRBO
- From $449 per night (USD)
Expedia
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 $449 per night (USD)Expedia
- From $1169 per night (USD)
VRBO
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 $1169 per night (USD)VRBO
- From $640 per night (USD)
Expedia
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 $640 per night (USD)Expedia
- From $541 per night (USD)
VRBO
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) Your AMI Getaway Awaits: A Pet-Friendly Oasis With ...
From $541 per night (USD)VRBO
- From $930 per night (USD)
Expedia
Luxury 7 Bedroom Home! Beach views, Private Pool, Spa, and Rooftop Deck!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Gulf Horizons by AMI Locals Bradenton Beach Waterfront Estate with Pool, Hot Tub, and Rooftop Views VPL22-000084 Expe ...
From $930 per night (USD)Expedia
- From $190 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 $190 per night (USD)VRBO
- From $188 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 $188 per night (USD)Expedia
- From $360 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 $360 per night (USD)VRBO
- From $819 per night (USD)
Expedia
Stylish Coastal Escape with Pool Near Beach and Trolley
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Take Me Away by AMI Locals Stylish Coastal Escape with Pool Near Beach and Trolley 214 69th Street Holmes Beach, FL ...
From $819 per night (USD)Expedia
- From $740 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
Yellowbird by Anna Maria Life Vacation Rentals 705 North Shore Dr., Anna Maria, FL 34216 What You'll Love About This Ho ...
From $740 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 $233 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 $233 per night (USD)VRBO
- From $340 per night (USD)
Expedia
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 $340 per night (USD)Expedia
- From $191 per night (USD)
VRBO
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 $191 per night (USD)VRBO
- From $454 per night (USD)
Expedia
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 $454 per night (USD)Expedia
- From $380 per night (USD)
VRBO
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 $380 per night (USD)VRBO
- From $468 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 $468 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $226 per night (USD)
Expedia
❤️ 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 $226 per night (USD)Expedia
- From $244 per night (USD)
VRBO
⚓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 $244 per night (USD)VRBO
- From $317 per night (USD)
Expedia
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 $317 per night (USD)Expedia
- From $247 per night (USD)
VRBO
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 $247 per night (USD)VRBO
- From $248 per night (USD)
Expedia
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 $248 per night (USD)Expedia
- From $458 per night (USD)
VRBO
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 $458 per night (USD)VRBO
- From $189 per night (USD)
Expedia
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 $189 per night (USD)Expedia
- Click For Pricing
VRBO
Welcome to Chrissie's Cay!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Home away from home! This 2 bedroom 1 1/2 bath townhome is fully furnished ready for your get away. Both bedrooms are lo ...
Click For PricingVRBO
- From $454 per night (USD)
Expedia
Ebb Tide by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come to this Island home and have a vacation of a lifetime! Totally remodeled, this 3-bedroom, 3-bath pool home is well ...
From $454 per night (USD)Expedia
- From $190 per night (USD)
VRBO
Rare! Adorable Cottage on Snead Island, Fish Dock,Tiki & Bch 250 ft. away. Pets
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Snead Island is surrounded by the Manatee River & Tampa Bay & connected to the city of Palmetto by a small bridge. Fish ...
From $190 per night (USD)VRBO
- From $1388 per night (USD)
Expedia
Luxury Beach Retreat: Rooftop Views, Pool and Spa
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 18
Sea Forever by AMI Locals 108 8th St S, Bradenton Beach, Florida TPL21-000115 Welcome to Sea Forever, a luxurious se ...
From $1388 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Perfect island getaway for families! Private pool, close to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Cottage #3 by Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $305 per night (USD)VRBO
- From $327 per night (USD)
Expedia
Casa Sierra 203A - 2BR Condo with Pool By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This small quiet complex is just a two minute walk to the beautiful white sand beach. A ground level unit, find an outdo ...
From $327 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Casa Sierra 205B - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
When you visit the quiet four unit Casa Sierra complex you’ll enjoy great amenities like the shared heated pool with per ...
From $301 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Casa Sierra 205A - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just a two minute walk to the beach! Casa Sierra 205 A 36th Street in Holmes Beach. Sleeps (6), (2) Bedroom (2) Bathroom ...
From $325 per night (USD)Expedia
- From $636 per night (USD)
VRBO
Private Heated Pool Home in Holmes Beach - Fernweh - By Island Real Estate Vaca
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Fernweh! (Means to crave for travel; being homesick for a place you've never been) New Luxury Home located at ...
From $636 per night (USD)VRBO
- From $407 per night (USD)
Expedia
Beautiful 3BR /2BA, Family Friendly Home w/Private pool/patio area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom 2 bathroom vacation home on beautiful Anna Maria Island, Just two short blocks from the most breathtaking whit ...
From $407 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Breath taking home for the perfect Florida vacation!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax, rejuvenate and reconnect: pool and hot tub home with 3 bedrooms and 2.5 bathrooms. one of a kind! sunny pool, ho ...
From $365 per night (USD)VRBO
- From $359 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 $359 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 $378 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 $378 per night (USD)Expedia