Manatee Area Rentals
- From $195 per night (USD)
VRBO
Open Thursday, June 13th & Friday, June 14th, $250\/nt!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $195 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Anna Cabana A: North End Pool Home, Short Walk To Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
770 Jacaranda Rd., Anna Maria, FL 34216 What you'll love about this home: Location! On the North End of Anna Maria 2 b ...
From $237 per night (USD)Expedia
- From $1181 per night (USD)
VRBO
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 $1181 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Home near Beach with Gourmet Kitchen!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Swell Life by AMI Locals Home in Holmes Beach, FL Highlights: • Private pool • Outdoor living area • Washer and dryer ...
Click For PricingExpedia
- From $488 per night (USD)
VRBO
Spectacular Panoramic Bay Views with Deep Water Boat Dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous bay views from this beautifully furnished tropical retreat are waiting for you! Enjoy 180-degree panoramic vie ...
From $488 per night (USD)VRBO
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Expedia
Charming Home with Private Pool, Lanai, WiFi, Central AC, and Washer\/Dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
No Hurries, No Worries Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingExpedia
- From $196 per night (USD)
VRBO
LOCATION!! Cabana just steps from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $196 per night (USD)VRBO
- From $194 per night (USD)
Expedia
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 B ...
From $194 per night (USD)Expedia
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Expedia
Thee Chateau Banks
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy my recent 200k upgraded home. I list my home when I travel. Right across the street from Palma Sola Bay. This prop ...
Click For PricingExpedia
- From $304 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 $304 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Salty Harbor AMI pool retreat near the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our charming Salty Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immedi ...
From $296 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Private Beach Cottage On The North End Of LBK. 2 Bedrooms 1 Bath On 2nd Floor
- 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 $150 per night (USD)Expedia
- From $660 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 $660 per night (USD)VRBO
- From $217 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 $217 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Gorgeous Villa at Islands West Resort! Shared pool, close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $255 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Beach view. Year-round Balcony Sunsets. Just renovated.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
We have one more Gulf View unit 403 in this resort VRBO 1082610 Welcome to Paradise! Unit 301 with 180 degrees unobstr ...
From $252 per night (USD)Expedia
- From $258 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 $258 per night (USD)VRBO
- From $124 per night (USD)
Expedia
Resort-Style Zero Entry Heated Pool- Pickleball- Tennis- Fitness Center- Spa- All the Amenities!
- 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 ...
From $124 per night (USD)Expedia
- From $279 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 $279 per night (USD)VRBO
- From $280 per night (USD)
Expedia
3 bedroom, on Anna Maria Island, 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 $280 per night (USD)Expedia
- From $128 per night (USD)
VRBO
BK-near Beaches and IMG, Pool, Tennis, Pickleball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the beautiful lake view upstairs 2 Bedroom/2 Bath condo 5 min away from IMG Academy, 15 min to the Beaches on Anna ...
From $128 per night (USD)VRBO
- From $926 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 $926 per night (USD)Expedia
- From $179 per night (USD)
VRBO
3 bedroom home on Anna Maria Island, great location, pet friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summer, season, or in between - this 3 bedroom, 3 bath home is your island retreat. Located in a quiet residential neigh ...
From $179 per night (USD)VRBO
- From $243 per night (USD)
Expedia
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 $243 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Beachfront Condo w\/ Large Balcony & Beautiful Views of Gulf of Mexico
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Imagine waking up every morning to a million dollar view and never being more than a few steps away from the pristine wh ...
From $400 per night (USD)VRBO
- From $110 per night (USD)
Expedia
Resort Life Lakewood National - 2 Golf Courses, Tennis, Spa, Pickelball more!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ask about shorter rentals and an option to not use the amenities. Enjoy our newer fully furnished “Palmer’s Cove” cond ...
From $110 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Decked Out - Stunning Home! Huge Sunny Resort Style Heated Pool, Walk to Pine Ave & Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Decked Out! On Anna Maria Island (Anna Maria, FL) A gorgeous home filled with luxurious furnishings, high-en ...
From $345 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Beautiful Pool Home with Private Deck 250 Steps Beach!
- 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 $175 per night (USD)Expedia
- From $198 per night (USD)
VRBO
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 $198 per night (USD)VRBO
- From $207 per night (USD)
Expedia
Sunset Beach 102: Gulf Front, Stunning Views, On the Beach, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2716 Gulf Dr., #102, Holmes Beach, FL 34217 What You'll Love About This Homes: Location! Beach Front with Gulf Views! ...
From $207 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Barefoot Bungalow:Dog Friendly, Screened Pool, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
213 70th St., Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 3 Bedrooms / ...
From $325 per night (USD)VRBO
- From $175 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 $175 per night (USD)Expedia
- From $236 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 $236 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Arbomar 302 Gulf Front 2 BR by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront condo with sunset views managed by Florida Vacation Connection. 2 bedroom beachfront property, with fitness ...
From $163 per night (USD)VRBO
- From $100 per night (USD)
VRBO
Luxury Resort Amenities & Golf Membership; Pets Welcome; 2br;2 bath; Lake View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom, two bathroom condo in the Vardon Terrace Condominium complex-- beautiful view overlooking the Commander Gol ...
From $100 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 $200 per night (USD)
VRBO
Minutes from Paradise beach of Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Elevate your next Florida getaway and stay at this recently renovated 3-bedroom, 2-bathroom vacation rental House in Bra ...
From $200 per night (USD)VRBO
- Click For Pricing
Expedia
Isle Be Back 😎 | Canal front home w\/ Pool, dock, views & close to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Isle Be Back will have you wanting to come back before your stay is over! This 3 bed, 2 bath Pool home is nestled on a c ...
Click For PricingExpedia
- From $1435 per night (USD)
VRBO
Beaches and Dreams: 4 BR, 4.5 BA House in Anna Maria, Sleeps 8
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Ultimate Beach Front Paradise on Anna Maria Island at Beaches & Dreams where the stunning panoramic views ...
From $1435 per night (USD)VRBO
- Click For Pricing
Expedia
North Pointe | Bright and cozy north end home, heated pool, steps to Bean Point!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
❗ Check-in and checkout days are typically Monday or Friday—with some exceptions for holidays and certain times of the ...
Click For PricingExpedia
- From $255 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 $255 per night (USD)VRBO
- From $513 per night (USD)
Expedia
Stylish & relaxing villa with heated pool - blocks from the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Turtle Cove East and West Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $513 per night (USD)Expedia
- From $434 per night (USD)
VRBO
Canal-front home with private dock, covered lanai with heated pool and grill
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Coconut Tree Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $434 per night (USD)VRBO
- From $72 per night (USD)
Expedia
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 $72 per night (USD)Expedia
- From $487 per night (USD)
VRBO
Dog-friendly house w\/ heated private lagoon pool - two blocks from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
LaRaya Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $487 per night (USD)VRBO
- From $673 per night (USD)
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 ...
From $673 per night (USD)Expedia
- Click For Pricing
VRBO
Newly-remodeled, dog-friendly duplex w\/ WiFi, shared heated pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Turquoise Paradise West Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingVRBO
- Click For Pricing
Expedia
Charming condo with private heated pool & free WiFi - quick walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Turtle Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
Click For PricingExpedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $330 per night (USD)
Expedia
Convenient cottage with pool - easy access to trolley stops & the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sunfish 104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $330 per night (USD)Expedia
- From $671 per night (USD)
VRBO
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 $671 per night (USD)VRBO
- From $354 per night (USD)
Expedia
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 $354 per night (USD)Expedia
- From $270 per night (USD)
VRBO
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 $270 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Welcoming condo with pool, Gulf views & great location - walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Palm Isle Village 3208 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $363 per night (USD)Expedia
- From $1516 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 $1516 per night (USD)VRBO
- From $495 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 $495 per night (USD)Expedia
- From $449 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 $449 per night (USD)VRBO
- From $539 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 $539 per night (USD)Expedia
- From $985 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 $985 per night (USD)VRBO
- Click For Pricing
Expedia
Upscale tropical getaway with private pool & spa, & elevator - walk to the beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Coquina Sands Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
Click For PricingExpedia
- From $383 per night (USD)
VRBO
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 $383 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Brand new dog-friendly home w\/ heated private pool in prime locale
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset Glow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $218 per night (USD)Expedia
- From $371 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 $371 per night (USD)VRBO
- From $689 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 $689 per night (USD)Expedia
- From $251 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 $251 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Darling beachside villa w\/ space & privacy - a cozy coastal florida experience
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Playa Casanas Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $391 per night (USD)Expedia
- From $450 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 $450 per night (USD)VRBO
- From $218 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 $218 per night (USD)Expedia
- From $176 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 $176 per night (USD)VRBO
- From $260 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 $260 per night (USD)Expedia
- From $647 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 $647 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Delightful condo with pool, two lanais - walk to beach, dining, shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach View 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $240 per night (USD)Expedia
- From $164 per night (USD)
VRBO
Bright open-concept condo with pool - near beach, restaurants, & pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bay View Inn 202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $164 per night (USD)VRBO
- From $358 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 $358 per night (USD)Expedia
- Click For Pricing
Expedia
Full duplex with two private heated pools - short walk to the beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Turtle Nest & Sun Ray Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
Click For PricingExpedia
- From $439 per night (USD)
Expedia
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 $439 per night (USD)Expedia
- From $458 per night (USD)
VRBO
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 $458 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Gulf-front home with deck and direct beach access - steps to trolley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sea La Vie Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $307 per night (USD)Expedia
- From $333 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 $333 per night (USD)VRBO
- From $779 per night (USD)
Expedia
Spacious dog-friendly home w\/ heated private pool, a few blocks from the beach
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Almost Gulf Front Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $779 per night (USD)Expedia
- From $579 per night (USD)
VRBO
Charming gulf-front home right on the beach - stunning views, dogs welcome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Dolphin Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $579 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Waterfront dog-friendly bungalow w\/ bay views - watch for dolphins from deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Grant's View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $255 per night (USD)Expedia
- From $294 per night (USD)
VRBO
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 $294 per night (USD)VRBO
- From $642 per night (USD)
Expedia
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 $642 per night (USD)Expedia
- From $860 per night (USD)
VRBO
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 $860 per night (USD)VRBO
- From $186 per night (USD)
Expedia
Conveniently located home with WiFi & pool - near beach, dining, shopping
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Turtle Cove West Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $186 per night (USD)Expedia
- From $282 per night (USD)
VRBO
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 $282 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Breezy canalfront home w\/ heated pool & dock - 3 blocks to Bean Point Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Paradise Pointe Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $530 per night (USD)Expedia
- From $137 per night (USD)
VRBO
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 $137 per night (USD)VRBO
- From $472 per night (USD)
Expedia
Waterfront home with heated pool + spa, patio, grill, & free WiFi - dog-friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
3 Oars Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dat ...
From $472 per night (USD)Expedia
- From $299 per night (USD)
VRBO
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 $299 per night (USD)VRBO
- Click For Pricing
Expedia
(#9) Newly remodeled 5 bedroom house with heated pool near Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful newly remodeled home located in the heart of Florida just south of Tampa, minutes from world famous Anna Maria ...
Click For PricingExpedia
- From $314 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 $314 per night (USD)VRBO
- From $369 per night (USD)
Expedia
5 miles from Anna Maria IslandI! Heated pool! Game room and HUGE private yard!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Privacy abounds in this beautiful modern home located in an upscale quiet neighborhood. Enjoy spending time with family ...
From $369 per night (USD)Expedia
- From $310 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 $310 per night (USD)VRBO
- From $1013 per night (USD)
Expedia
Gulf Front Home with Amazing Views!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Happy Ours by AMI Locals Home in Anna Maria, FL Highlights: • Gulf Front • Back porch with grill • Updated kitchen feat ...
From $1013 per night (USD)Expedia
- From $256 per night (USD)
VRBO
Bay View Condo A in Bradenton Beach
- 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 $256 per night (USD)VRBO
- From $916 per night (USD)
Expedia
Enjoy \"Endless Summer\" at this awesome luxury beach house with your family!
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 14
Endless Summer by Anna Maria Island Locals Home in Anna Maria, FL Just one street over from Pine Ave Highlights: - Bea ...
From $916 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Home near the Beach. SUP Paddleboards, Large Private Pool - Pure Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Pure Beach by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000101 Welcome to Pure Beach, a luxurious three- ...
From $255 per night (USD)VRBO
- From $442 per night (USD)
Expedia
Point's Hideaway - Beautiful Home w\/Stunning Sunset\/Water Views on Bean Point! Pool, Bar, Foosball!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Point's Hideaway! On Anna Maria Island (Anna Maria, FL) HIGHLIGHTS: - Kitchen, Dining, Living w/ TV - 1 King ...
From $442 per night (USD)Expedia