
Manatee Area Rentals

- From $591 per night (USD)
VRBO
Vacay in luxury! So close to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Villa #2 Shrimp by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #2 Shrimp, a vibrant, beautifully decora ...
From $591 per night (USD)VRBO
- From $750 per night (USD)
Expedia
One block to beach! 3 bedroom home with pool and backyard oasis.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Walking on Sunshine by AMI Locals Home in Holmes Beach, Florida VRC19-000232 Your dream vacation awaits at Walking on S ...
From $750 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Cozy beach condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Quiet 2nd floor cozy condo with a peek-a-boo pool view from the front door. 2 minute walk to the white, sandy beach. Al ...
From $273 per night (USD)VRBO
- From $588 per night (USD)
Expedia
Private Island: Canal Front Luxury\/Amazing Views\/5 Kayaks\/3 Bikes. 3 Bed\/3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located on the Lush, Tropical Aquatic Preserve of Terra Ceia Island, SEA ISLAND VILLA is Nestled in a Mangrove Forest an ...
From $588 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Sunset Margarita - Luxury 2BR Condo Near Anna Maria w\/ Pool, Bikes & Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Sunset Margarita! Bradenton, Florida (Just off Anna Maria Island, FL) Relax and Unwind in a Stunning Coastal ...
From $410 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Island Hideaway East: 5 Minute Walk to Beach, Private Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Island Hideaway East by Anna Maria Life Vacation Rentals 308B 67th St., Holmes Beach, FL 34217 What you'll love about t ...
From $309 per night (USD)Expedia
- From $442 per night (USD)
VRBO
1lvl, htd pool, 4 bd, 2.5bth, 2 king, sunroom, private, close2beach! NO DMG
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to Las Tres Palmeras in Bradenton Florida! This single level floor house is less than 7 miles away from Holmes b ...
From $442 per night (USD)VRBO
- From $750 per night (USD)
Expedia
Luxury bungalow with pool and spa! Canal front with dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bamboo Bungalow by AMI Locals Home in Anna Maria VR19-000043 Welcome to the Bamboo Bungalow, a canal-front home where ...
From $750 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Very nice Condo in Bradenton-Florida - near IMG
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>A short distance from snorkeling, parasailing, and more, this family-friendly apartment lets you experience it all. J ...
From $203 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Shorewalk 205 - Bradenton- The Palms condo 2 Bedroom \/ 2 Bath, 5 miles from...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shorewalk 205 -The Palms - Bradenton - 2 Bedroom / 2 Bath, maximum occupancy of 4 people. Close to Anna Maria Isla ...
From $212 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Cute 3\/2 Cottage close to Beach and centrally located.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC21-000048 Swizzle On The Sound is just a short stroll to the beautiful beaches of Anna Maria Island from your own pi ...
From $305 per night (USD)VRBO
- From $426 per night (USD)
Expedia
Silver Sands: Open Sunday - Wednesday, $199\/nt!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming seaside condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in excl ...
From $426 per night (USD)Expedia
- From $407 per night (USD)
VRBO
Anna Cabana A: North End Pool Home, Short Walk To Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Anna Cabana A by Anna Maria Life Vacation Rentals 770 Jacaranda Rd., Anna Maria, FL 34216 What you'll love about this h ...
From $407 per night (USD)VRBO
- From $2171 per night (USD)
Expedia
Stunning Waterfront home with Views, New Pool, Close to the Beach! - Salt Life
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
Salt Life by AMI Locals Home in Bradenton Beach, Florida TPL 18-000551 Welcome to Salt Life, a spectacular Bayfront ho ...
From $2171 per night (USD)Expedia
- From $849 per night (USD)
VRBO
Book Swell Life: 4-Bedroom Paradise Steps from the Beach with Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Swell Life by AMI Locals Home in Holmes Beach, Florida VRC21-000150 Experience a slice of paradise at Swell Life, a ...
From $849 per night (USD)VRBO
- From $222 per night (USD)
Expedia
LOCATION!! Cabana just steps from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Welcome to Anna Maria Island the # 1 spot for a perfect getaway. Bask in the tropical paradise of AMI with white sugar ...
From $222 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Beachside Oasis at Runaway Bay 229 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come relax and enjoy this stunning 2 bedroom/2 bathroom, second level, recently updated condo at Runaway Bay. Runaway Ba ...
From $290 per night (USD)VRBO
- From $478 per night (USD)
Expedia
Dream luxury home on Anna Maria Island, heated private pool - pet friendly!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely new island 2 bedrooms, 2.5 baths luxury home with private heated pool is a dream. Fishful Thinking is positi ...
From $478 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Salty Harbor AMI pool retreat near the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stunning Fall 2024 renovation completed! Charming Salty Harbor boasts a private heated pool and sits on a quaint corner ...
From $360 per night (USD)VRBO
- From $188 per night (USD)
Expedia
Private home, North End LBK. 2 Bedrooms 1 Bath On 2nd Floor NO HURRICANE DAMAGE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private Beach Cottage with apartment on second floor. Top floor apartment has two bedrooms, one bath, Living Room and Ea ...
From $188 per night (USD)Expedia
- From $1958 per night (USD)
VRBO
Gorgeous Waterfront Luxury Home, with Pool, Spa, Rooftop, short walk to beach!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 15
Bayfront Retreat by AMI Locals Home in Bradenton Beach, Florida TPL18-000550 Welcome to Bayfront Retreat, a boater's ...
From $1958 per night (USD)VRBO
- From $299 per night (USD)
Expedia
The Sea is Calling - 3 BR 2 Bath Home with Heated Pool Close to Many Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This stunning 3 bedroom 2 bathroom heated pool home comfortably sleeps 8 and is located in a cul de sac in the well est ...
From $299 per night (USD)Expedia
- From $794 per night (USD)
VRBO
Gorgeous Villa at Islands West Resort! Shared pool, close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa #1 Sailfish by AMI Locals Villa in Holmes Beach, FL 34217 Welcome to Villa #1 Sailfish, an adorable two-bedroom a ...
From $794 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Best views of the beach from your balcony Unit 301
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Paradise! Unit 301 with unobstructed Mexican Gulf View. This is a corner condo, so you have more space and a ...
From $404 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Luxury House, Bradenton, Florida
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This new construction home is ready for you to vacation! We all know its all about LOCATION, well this home is located s ...
From $247 per night (USD)VRBO
- Click For Pricing
Expedia
Resort-Style Living at Lovely Lakewood - Heated Pool, Tennis, Golf Membership, Fitness Center & Spa!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
SLEEPING ARRANGEMENTS 3 BR / 2 BA / Sleeps 6 Master bedroom – One King bed with Large Smart TV, en-suite bathroom, l ...
Click For PricingExpedia
- From $249 per night (USD)
VRBO
Luxury House, Bradenton, Florida
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This new construction home is ready for you to vacation! We all know its all about LOCATION, well this home is located s ...
From $249 per night (USD)VRBO
- From $440 per night (USD)
Expedia
3 bedroom, on AMI, heated private pool, PET FRIENDLY!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The family friendly Florida vacation you need is waiting at Mykonos! This Anna Maria Island beach rental has it all. Fro ...
From $440 per night (USD)Expedia
- From $179 per night (USD)
VRBO
BK-near Beaches and IMG, Pool, Tennis, Pickleball, Shorewalk condo 2 Bedroom\/2 Bath lake view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this beautiful lake view upstairs 2 Bedroom/2 Bath condo 5 min away from IMG Academy, 15 min to the Beaches on Ann ...
From $179 per night (USD)VRBO
- From $1214 per night (USD)
Expedia
Conch House - 7 Homes to the Beach - Amazing Pool Area with TV
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Conch House, a Charleston inspired beach house unlike any other home and without compromise in craftsmans ...
From $1214 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Cozy Retro Cottage located less then 2 blocks from the Gulf Beach - Heated Pool in Private Oasis!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Flip Cottage located just 1 block from the Gulf beaches of Anna Maria Island. Flip is a ground level half dup ...
From $365 per night (USD)VRBO
- Click For Pricing
Expedia
Beachfront Condo w\/ Large Balcony & Beautiful Views of Gulf of Mexico
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
NOTE: the elevator at this property are currently not available. Imagine waking up every morning to a million dollar v ...
Click For PricingExpedia
- From $244 per night (USD)
VRBO
Resort Life Lakewood National 2 Golf Courses, Pools, Pickelball, Spa, and more!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy our newer fully furnished “Palmer’s Cove” condo at LAKEWOOD NATIONAL Golf & Country Club in beautiful Lakewood ...
From $244 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Decked Out - Luxury 2BR Retreat w\/ Heated Pool & Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Decked Out! On Anna Maria Island (Anna Maria, FL) Experience the ultimate island retreat at Decked Out, a lu ...
From $650 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Crow's Nest Spinnakers Cottages: 250 Steps to Beach! Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Crow's Nest Spinnakers Cottages by Anna Maria Life Vacation Rentals 202 56th St. #2, Holmes Beach, FL 34217 What You'll ...
From $239 per night (USD)VRBO
- From $322 per night (USD)
Expedia
AMI Sand Dollar: Dog Friendly, Private Pool, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
AMI Sand Dollar by Anna Maria Life Vacation Rentals 6403 B Holmes Blvd, Holmes Beach, FL 34217 What You'll Love About T ...
From $322 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Sunset Beach 102: Gulf Front, Stunning Views, On the Beach, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
2716 Gulf Dr., #102, Holmes Beach, FL 34217 What You'll Love About This Homes: Location! Beach Front with Gulf Views! ...
From $277 per night (USD)VRBO
- From $313 per night (USD)
Expedia
AMI Starfish: Private Pool, Dog Friendly, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AMI Starfish by Anna Maria Life Vacation Rentals 6403 A Holmes Blvd., Holmes Beach, FL 34217 What You'll Love About Thi ...
From $313 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Cedars East #603 Townhome by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $310 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Arbomar 302 Gulf Front 2 BR by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront Bliss on Longboat Key – Stunning Views & Modern Comfort Stay directly on the beach in this beautifully upd ...
From $307 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Luxury Resort Amenities & Golf Membership; Pets Welcome; Lakefront Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom, two bathroom condo in the Vardon Terrace Condominium complex-- beautiful view overlooking the Commander Gol ...
From $218 per night (USD)VRBO
- Click For Pricing
Expedia
SummerStay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Comfy 2nd floor, 2-bdrm/2-bath condo in quiet, mostly-senior community. Condo has spacious LR/DR and kitchen with lots o ...
Click For PricingExpedia
- From $1935 per night (USD)
VRBO
Beaches and Dreams: Ultimate Luxury Beachfront Paradise
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Ultimate Beach Front Paradise on Anna Maria Island at Beaches & Dreams, where stunning panoramic bay view ...
From $1935 per night (USD)VRBO
- From $869 per night (USD)
Expedia
Beautiful New Pool Home with Gulf Views and Heated pool, steps to Bean Point!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We are excited to announce that our popular vacation rental is back on the market after a complete renovation! Everythin ...
From $869 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Island villa with heated private pool, tranquil courtyard, easy beach access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Blue Wave Villa West Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $411 per night (USD)VRBO
- From $627 per night (USD)
Expedia
Canal-front home with private dock, covered lanai with heated pool and grill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Coconut Tree Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $627 per night (USD)Expedia
- From $166 per night (USD)
VRBO
Peaceful condo with pool, tennis, fishing dock, & tennis - serenity awaits
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
West Bay Point 12 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $166 per night (USD)VRBO
- Click For Pricing
Expedia
Dog-friendly house with heated private pool, island views & nearby beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shell House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
Click For PricingExpedia
- From $438 per night (USD)
VRBO
Beautiful lakeside home w\/ upscale amenities, heated private pool & fishing dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spectacular Saltwater Seas Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $438 per night (USD)VRBO
- From $561 per night (USD)
Expedia
Old Florida-style cottage w\/ private heated pool - walk to the beach - dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mangrove Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $561 per night (USD)Expedia
- From $442 per night (USD)
VRBO
Dog-friendly seaside home - heated private pool & spa, great location near beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tropical Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $442 per night (USD)VRBO
- From $464 per night (USD)
Expedia
Dog-friendly cottage w\/ island views, shared pool & private patio - beach nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Starfish Beach Cottage #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $464 per night (USD)Expedia
- From $1368 per night (USD)
VRBO
Luxury beachside home with heated private pool - tranquil & close to everything
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Wine Down Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $1368 per night (USD)VRBO
- From $595 per night (USD)
Expedia
Beautiful cottage w\/ heated private pool - walk to beach, dining, Bayfront Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Harmony House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $595 per night (USD)Expedia
- From $639 per night (USD)
VRBO
Historic beach cottage with private pool - walk 1 block to beach & free trolley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Palm Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $639 per night (USD)VRBO
- From $749 per night (USD)
Expedia
Oceanview getaway with pool & private patio - steps from the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Palm Gables 106 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $749 per night (USD)Expedia
- From $771 per night (USD)
VRBO
Beautiful, well-maintained home w\/ heated private pool - walk to beach & dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sundance Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $771 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Waterfront condo with pool and easy access to sugar sand beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
A Gulf Front Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $298 per night (USD)Expedia
- From $548 per night (USD)
VRBO
Waterfront condo with furnished balcony overlooking the pristine beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf Shores 205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $548 per night (USD)VRBO
- From $566 per night (USD)
Expedia
High-end home w\/ heated private pool\/spa, courtyard, & floor-to-ceiling windows
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Dream Maker Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $566 per night (USD)Expedia
- From $393 per night (USD)
VRBO
Oceanfront condo with WiFi, heated pool & ocean views, walk to free trolley
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sunset Terrace 206 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $393 per night (USD)VRBO
- From $857 per night (USD)
Expedia
Darling beachside villa w\/ space & privacy - a cozy coastal florida experience
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Playa Casanas Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $857 per night (USD)Expedia
- From $470 per night (USD)
VRBO
Modern home near Gulf beaches with private heated pool & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Neolinda 305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $470 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Charming condo with heated pool - near beach, wetlands, & trolley stop
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sandy Pointe Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $226 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Ocean-front condo with WiFi, pool & Gulf views - steps to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Martinique 401S Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $260 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Experience a resort feel vacation on the beach in Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Two bedrooms, two baths, (approximately 1500 square feet) with a study, two balconies, an assigned covered parking , loc ...
From $322 per night (USD)Expedia
- From $1000 per night (USD)
VRBO
Canalfront Island Gem with Private Heated Pool, Dock, Ping-Pong, & Putting Green
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Mermaid Manor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1000 per night (USD)VRBO
- Click For Pricing
Expedia
Delightful condo with pool, two lanais - walk to beach, dining, shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beach View 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For PricingExpedia
- From $259 per night (USD)
VRBO
Bright open-concept condo with pool - near beach, restaurants, & pier
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bay View Inn 202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $259 per night (USD)VRBO
- From $442 per night (USD)
Expedia
Tropical-themed getaway w\/ heated private pool - walk to free trolley, shopping
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $442 per night (USD)Expedia
- From $681 per night (USD)
VRBO
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Anna Maria's Finest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $681 per night (USD)VRBO
- From $700 per night (USD)
Expedia
Beachfront condo with WiFi, two decks, Gulf views & pool - walk to the trolley
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Hidden Cove Unit 6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $700 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Waterfront condo w\/ WiFi, furnished balcony and easy beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Anna Maria Island Club Unit 17S Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $344 per night (USD)VRBO
- From $401 per night (USD)
Expedia
Comfortable island villa with private heated pool, courtyard & easy beach access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Blue Wave Villa East Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $401 per night (USD)Expedia
- From $533 per night (USD)
VRBO
Incredible, spacious home with a private heated pool - close to the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Le Paradis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $533 per night (USD)VRBO
- From $690 per night (USD)
Expedia
Canalfront home w\/ WiFi, heated pool, dock & lanai - 2 blocks to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Heavenly Holly Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $690 per night (USD)Expedia
- Click For Pricing
VRBO
Adorable condo with a full kitchen & outdoor space - just steps from the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf View Cottage #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For PricingVRBO
- From $436 per night (USD)
Expedia
Island-style townhome with WiFi & pool - minutes from the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
North Beach Village 27 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $436 per night (USD)Expedia
- Click For Pricing
VRBO
Breezy canalfront home w\/ heated pool & dock - 3 blocks to Bean Point Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Paradise Pointe Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For PricingVRBO
- From $231 per night (USD)
Expedia
Romantic getaway with WiFi, pool & tennis courts, 2 blocks to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Runaway Bay 256 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $231 per night (USD)Expedia
- From $496 per night (USD)
VRBO
Waterfront home with heated pool + spa, patio, grill, & free WiFi - dog-friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
3 Oars Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $496 per night (USD)VRBO
- From $498 per night (USD)
Expedia
Beautiful San Remo Canal Front Home!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
San Remo Retreat has been completely and lovingly renovated from top to bottom in 2017 and is gorgeously decorated and m ...
From $498 per night (USD)Expedia
- From $428 per night (USD)
VRBO
Unit #208 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Perfect for families, this vacation rental features flat screen TV's in every room, fine furnishings and everything you ...
From $428 per night (USD)VRBO
- From $495 per night (USD)
Expedia
5 miles from Anna Maria IslandI! Heated pool! Game room and HUGE private yard!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Privacy abounds in this beautiful modern home located in an upscale quiet neighborhood. Enjoy spending time with family ...
From $495 per night (USD)Expedia
- From $880 per night (USD)
VRBO
Adorable Cottage with Heated Pool - Fantastic Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Buttonwood Cottage by AMI Locals Home in Anna Maria, Florida Full of old Florida charm and recently restored, we welcom ...
From $880 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Bayview Condo A - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath bay view,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bayview Condo, Unit A - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. Community Pool - Bay ...
From $380 per night (USD)Expedia
- From $1159 per night (USD)
VRBO
Enjoy \"Endless Summer\" at this awesome luxury beach house with your family!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Endless Summer by Anna Maria Island Locals Home in Anna Maria, FL Just one street over from Pine Ave Highlights: - Bea ...
From $1159 per night (USD)VRBO
- From $666 per night (USD)
Expedia
Home near the Beach. SUP Paddleboards, Large Private Pool - Pure Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Pure Beach by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000101 Welcome to Pure Beach, a luxurious three- ...
From $666 per night (USD)Expedia
- From $648 per night (USD)
VRBO
Point's Hideaway - Luxury 3BR w\/ Pool, Deck w\/ Bay Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Point's Hideaway! On Anna Maria Island (Anna Maria, FL) Spacious Island Retreat with Rooftop Views, Private ...
From $648 per night (USD)VRBO
- From $469 per night (USD)
Expedia
Sarasota Paradise Home Near Siesta Key Beach and IMG Academy
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This is a peaceful 4-bedroom house with 3 bathrooms located in Sarasota. It features a heated pool and is just a 45-minu ...
From $469 per night (USD)Expedia
- From $171 per night (USD)
VRBO
Walk across to the Beach or Lounge by the Pool! Paradise is Waiting! Book your holiday vacationtoday!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This beautifully remodeled, cozy, 1 bedroom/ 1 bathroom condo is perfect for a romantic getaway! Positioned on the Bay o ...
From $171 per night (USD)VRBO
- From $1050 per night (USD)
Expedia
Luxury home, close to the beach! Pool and Spa, great for families!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Freckled Fin by AMI Locals Home in Anna Maria, Florida VR19-000006 Welcome to Freckled Fin, a fun and luxurious vacati ...
From $1050 per night (USD)Expedia
- From $1922 per night (USD)
VRBO
Serendipity Gulfront- gulf beach front
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Gulf Beach Front 3 bedroom/3 bathroom home and separate 1/1 cottage Sunset's from your back deck and morning shell sear ...
From $1922 per night (USD)VRBO
- From $1904 per night (USD)
Expedia
TripleTail- beachfront 4\/4
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom 4 bath Beach Front Home with Panoramic views of the Ocean and Skyway Bridge. Watch dolphins swim and play in y ...
From $1904 per night (USD)Expedia
- From $317 per night (USD)
VRBO
One Bedroom Island Luxury Cottage located less than 2 blocks from the beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Flop Cottage located 1 block from the Gulf beaches of Anna Maria Island. Flop Cottage is a ground level half ...
From $317 per night (USD)VRBO
- From $1233 per night (USD)
Expedia
Beach Front Home on Anna Maria Island - Great Views! Pool! Sleeps 10!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Experience Anna Maria Island at its best! This luxury beach-front home located in Holmes Beach is in the monthly rental ...
From $1233 per night (USD)Expedia
- From $225 per night (USD)
VRBO
AMAZING BAY FRONT VIEWS! 2\/2 IN RUNAWAY BAY! ANY DAY CHECK-INS AVAILABLE, FALL DATES STILL OPEN!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Want to watch a surreal sunrise over the Bay of Anna Maria Island from bed? Or, take a short walk across the street in t ...
From $225 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Seaside family-friendly condo with WiFi, pool & prime location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Serenity Now Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $151 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Waterfront Bradenton Home: Heated Pool & Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Book this Bradenton beauty with unbeatable amenities for your next trip! Shrouded in the secrecy of mangrove trees, the ...
From $450 per night (USD)VRBO
- From $291 per night (USD)
Expedia
DIRECT POOL ACCESS! A stunning first floor, pet friendly, 2\/2 unit!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the fun filled community of Runaway Bay! This location is packed with amenities for any age! First Floor corn ...
From $291 per night (USD)Expedia