Manatee Area Rentals
From $534 per night (USD)VRBO
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)VRBO
From $409 per night (USD)Expedia
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)Expedia
From $311 per night (USD)VRBO
\"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)VRBO
From $1044 per night (USD)Expedia
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)Expedia
From $442 per night (USD)VRBO
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)VRBO
From $486 per night (USD)Expedia
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)Expedia
From $616 per night (USD)VRBO
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)VRBO
From $2237 per night (USD)Expedia
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)Expedia
From $2620 per night (USD)VRBO
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)VRBO
From $596 per night (USD)Expedia
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)Expedia
From $901 per night (USD)VRBO
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)VRBO
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)VRBO
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)VRBO
From $210 per night (USD)Expedia
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)Expedia
From $364 per night (USD)VRBO
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)VRBO
From $523 per night (USD)Expedia
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)Expedia
From $448 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 $448 per night (USD)VRBO
From $1136 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 VR20-000052 Welcome to AMI Memories, a stunning five bedroom, three and a half-bath Anna M ...
From $1136 per night (USD)Expedia
From $216 per night (USD)VRBO
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)VRBO
From $843 per night (USD)Expedia
\"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)Expedia
From $292 per night (USD)VRBO
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)VRBO
From $799 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 $799 per night (USD)Expedia
From $333 per night (USD)VRBO
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)VRBO
From $317 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 $317 per night (USD)Expedia
From $2098 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 $2098 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 $270 per night (USD)Expedia
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)Expedia
From $902 per night (USD)VRBO
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)VRBO
From $504 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 $504 per night (USD)Expedia
From $284 per night (USD)VRBO
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)VRBO
From $460 per night (USD)Expedia
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)Expedia
From $177 per night (USD)VRBO
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)VRBO
From $436 per night (USD)Expedia
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)Expedia
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)Expedia
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)Expedia
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 $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 $1051 per night (USD)Expedia
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)Expedia
From $569 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 $569 per night (USD)VRBO
From $305 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 $305 per night (USD)Expedia
From $328 per night (USD)VRBO
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)VRBO
From $694 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 $694 per night (USD)Expedia
From $358 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 $358 per night (USD)VRBO
From $461 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 $461 per night (USD)Expedia
From $831 per night (USD)VRBO
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)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 $246 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 $246 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 $211 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 in West Bradenton is a short drive to Florida's beautiful Anna Maria Isl ...
From $211 per night (USD)VRBO
From $594 per night (USD)Expedia
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)Expedia
From $438 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 $438 per night (USD)VRBO
From $299 per night (USD)Expedia
❤️ 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)Expedia
From $263 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 $263 per night (USD)VRBO
From $315 per night (USD)Expedia
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)Expedia
From $250 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 $250 per night (USD)VRBO
From $275 per night (USD)Expedia
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)Expedia
From $448 per night (USD)VRBO
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 $448 per night (USD)VRBO
From $212 per night (USD)Expedia
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 $212 per night (USD)Expedia
From $1440 per night (USD)VRBO
Luxury Beach Retreat: Rooftop Views, Pool and Spa
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 18
Sea Forever by AMI Locals TPL21-000115, DWE5105473 Welcome to Sea Forever, a stunning seven bedroom, six and a half b ...
From $1440 per night (USD)VRBO
From $259 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 $259 per night (USD)Expedia
From $294 per night (USD)VRBO
Osprey in Blue Lagoon Unit 6 - Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Blue Lagoon is a small upscale 6 unit complex and this holiday rentals is just a short stroll from the best beaches ...
From $294 per night (USD)VRBO
From $259 per night (USD)Expedia
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 $259 per night (USD)Expedia
From $259 per night (USD)VRBO
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 $259 per night (USD)VRBO
From $690 per night (USD)Expedia
Fernweh - Pool Home in Holmes Beach - By Island Real Estate Vacations
- 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 $690 per night (USD)Expedia
From $424 per night (USD)VRBO
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 $424 per night (USD)VRBO
From $449 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 $449 per night (USD)VRBO
From $470 per night (USD)VRBO
Ride the Tide – Heated Pool Home | Steps to Holmes Beach | Heated Pool | Free WIFI & Trolley , NO Roads to Cross, Dog*(See Note)Allow
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! Welcome to Ride the Tide, a beautifully renovated 3-bedroom, 3-bath elevated pool home i ...
From $470 per night (USD)VRBO
From $578 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! Spacious waterfront home perfect for families and groups, offering 3 bedrooms and 3 en s ...
From $578 per night (USD)Expedia
From $552 per night (USD)VRBO
Tiki · Gulf Front · Dolphins from Deck · Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000568 3BR · 2BA · Sleeps 6 · Gulf Front · Private Beach Access · Beachfront Deck · Dolphins from Deck · Vaulted ...
From $552 per night (USD)VRBO
From $294 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 $294 per night (USD)Expedia
From $409 per night (USD)VRBO
Private Pool, Pets & Beach Days Just Steps Away
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Highlights • Just a 2-minute walk to the Gulf beaches • Private heated pool • Tropical tiki patio • 2 Bedrooms ...
From $409 per night (USD)VRBO
From $547 per night (USD)Expedia
Coastal Family Retreat with Heated Pool | Walk to Beach | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**ASK ABOUT LAST MINUTE DEALS! Welcome to your perfect island getaway! This beautifully renovated 3-bedroom, 2-bath gro ...
From $547 per night (USD)Expedia
From $210 per night (USD)VRBO
A Wright Place · Saltwater Pool · 2.5 Blocks · Pets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000511 2BR + Den · 2BA · Sleeps 6 · Heated Saltwater Pool · Reading Nook · Gas Grill · Pet-Friendly ($150 · 1 Sma ...
From $210 per night (USD)VRBO
From $542 per night (USD)Expedia
Breakers 1 · Old Florida Home · Gulf Front - Fully Restored
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000530 3BR · 2.5BA · Sleeps 6 · Direct Gulf Front · Private Deck · Post-Hurricane 2025 Restoration · New Kitchen ...
From $542 per night (USD)Expedia
From $470 per night (USD)VRBO
Heated Pool & Spa, FREE WiFi, Near AMI Beach & Village, Dog* (See Note) Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise at Lakeview Cottage, a beautifully updated island retreat just one block from Pine Avenue and the stu ...
From $470 per night (USD)VRBO
From $377 per night (USD)Expedia
Island Cottage with open living area, pool, ground floor very close to beach located in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Bluefin Cottage located a few houses from the Gulf beaches of Anna Maria Island. Bluefin Cottage is a half d ...
From $377 per night (USD)Expedia
From $613 per night (USD)VRBO
Beautiful Luxury Southern Style Home located in Anna Maria - Walk easily to Beach, Sleeps 6!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Southern Belle Beach House located just steps away from the Gulf beaches of Anna Maria Island. Southern Belle ...
From $613 per night (USD)VRBO
From $526 per night (USD)Expedia
Private Poolside Paradise & AMI Adventures
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Property Highlights • Just a 6-minute walk to Anna Maria Island's Gulf beaches • Private heated pool surrounded by tro ...
From $526 per night (USD)Expedia
From $356 per night (USD)VRBO
Holmes Beach Cottage Steps to the Beach with Heated Pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to the Starfish Shack located just a few houses from the Gulf beaches of Anna Maria Island. The Starfish Shack i ...
From $356 per night (USD)VRBO
From $309 per night (USD)Expedia
SS Salamander South · 2 Full Baths · Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
VRC16-000500 2BR · 2BA · Sleeps 5 · Very Short Walk to Gulf · Two Full Bathrooms · Heated Pool · Gas Grill · Outdoor Se ...
From $309 per night (USD)Expedia
From $292 per night (USD)VRBO
Peace 'n Paradise · Pool & Spa · 300 Yds Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC20-000280 2BR · 2BA · Sleeps 6 · Private Heated Pool & Spa · 300 Yards to Gulf · Gas Grill · Beach Cart & Full Gear ...
From $292 per night (USD)VRBO
From $257 per night (USD)Expedia
Sea Pirate 3 · 50 Sec to Beach · 2025 Remodel
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000556 2BR · 1BA · Sleeps 6 · 50 Seconds to Gulf · 2025 Remodel · 712 Sq Ft + 326 Sq Ft outdoor Patio · Full/Full ...
From $257 per night (USD)Expedia