
Manatee Area Rentals
- From $198 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 $198 per night (USD)VRBO
- From $191 per night (USD)
Expedia
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 $191 per night (USD)Expedia
- From $412 per night (USD)
VRBO
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 $412 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Shorewalk BK condo 2 Bedroom/ 2 Bath-near Beaches, IMG, Pool, Tennis, Pickleball
- 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 $194 per night (USD)Expedia
- From $769 per night (USD)
VRBO
Conch House - 7 Homes to the Beach - Amazing Pool Area with TV
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Conch House, a Charleston inspired beach house unlike any other home and without compromise in craftsmans ...
From $769 per night (USD)VRBO
- From $329 per night (USD)
Expedia
Cozy Retro Cottage located less then 2 blocks from the Gulf Beach - Heated Pool in Private Oasis!
- Bedrooms:
- 1
- 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 $329 per night (USD)Expedia
- From $262 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 $262 per night (USD)VRBO
- From $571 per night (USD)
Expedia
Decked Out – AMI Luxury Retreat w/ Heated Pool In A Prime Island Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Decked Out! On Anna Maria Island (Anna Maria, FL) Discover Decked Out, Where Island Luxury Meets Relaxation ...
From $571 per night (USD)Expedia
- From $211 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 $211 per night (USD)VRBO
- From $274 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 $274 per night (USD)Expedia
- From $390 per night (USD)
VRBO
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 $390 per night (USD)VRBO
- From $240 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 $240 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Longboat Key Escape–Beach, Pool, Tennis & Pickleball Cedars East #603 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $282 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 $122 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 $122 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 $1538 per night (USD)
VRBO
Beaches and Dreams: Ultimate Luxury Beachfront Paradise
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Ultimate Beach Front Paradise on Anna Maria Island at Beaches & Dreams, where stunning panoramic bay view ...
From $1538 per night (USD)VRBO
- From $794 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 $794 per night (USD)Expedia
- From $307 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 $307 per night (USD)VRBO
- From $1002 per night (USD)
Expedia
Luxury beachside home with heated private pool - tranquil & close to everything
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Wine Down Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $1002 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Harmony House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $310 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Waterfront condo with pool and easy access to sugar sand beach
- Bedrooms:
- 1
- 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 $341 per night (USD)Expedia
- From $315 per night (USD)
VRBO
High-end home w/ heated private pool/spa, courtyard, & floor-to-ceiling windows
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Dream Maker Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $315 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Oceanfront condo with WiFi, & 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 $300 per night (USD)Expedia
- From $503 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 $503 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 $972 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 $972 per night (USD)VRBO
- From $186 per night (USD)
Expedia
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 $186 per night (USD)Expedia
- From $316 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 $316 per night (USD)VRBO
- From $504 per night (USD)
Expedia
Incredible, spacious home with a private heated pool - close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Le Paradis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $504 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Adorable condo with a full kitchen & outdoor space - just steps from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gulf View Cottage #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $271 per night (USD)VRBO
- From $537 per night (USD)
Expedia
Island-style townhome with WiFi & pool - minutes from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
North Beach Village 27 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $537 per night (USD)Expedia
- From $934 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 $934 per night (USD)VRBO
- From $416 per night (USD)
Expedia
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 $416 per night (USD)Expedia
- From $494 per night (USD)
VRBO
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 $494 per night (USD)VRBO
- From $569 per night (USD)
Expedia
Vintage Cottage: Pool and Walk to Beach, Pine Ave Shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Buttonwood Cottage by AMI Locals 405 Pine Ave, Anna Maria, Florida 34216 Welcome to Buttonwood Cottage, a recently r ...
From $569 per night (USD)Expedia
- From $380 per night (USD)
VRBO
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)VRBO
- From $1364 per night (USD)
Expedia
Luxury Island Retreat: Pool, Spa and Walk to Beach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Endless Summer by Anna Maria Island Accommodations 406 Spring Ave, Anna Maria, Florida VR19-000059 Welcome to Endl ...
From $1364 per night (USD)Expedia
- From $446 per night (USD)
VRBO
Chic Pool Home Steps to Beach! Game Room and Paddleboards
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Pure Beach by AMI Locals 204 71st Street | Holmes Beach, Florida VRC21-000101 Welcome to Pure Beach, a bright and s ...
From $446 per night (USD)VRBO
- From $636 per night (USD)
Expedia
Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Point's Hideaway! On Anna Maria Island (Anna Maria, FL) *The home is next to a construction site. There is n ...
From $636 per night (USD)Expedia
- From $464 per night (USD)
VRBO
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 $464 per night (USD)VRBO
- From $185 per night (USD)
Expedia
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 $185 per night (USD)Expedia
- From $796 per night (USD)
VRBO
Luxurious Island Retreat with Pool, Spa and Private Suite
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Freckled Fin by AMI Locals 422 Magnolia Ave, Anna Maria, Florida VR19-000006 Welcome to Freckled Fin, a vibrant and ...
From $796 per night (USD)VRBO
- From $1294 per night (USD)
Expedia
Beachfront Luxury Hot Tub + Private Cottage\n3 en-suite king + 1BR + golf cart
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Serendipity Gulf – Gulf Front Luxury with Cottage | Anna Maria Island Experience true beachfront living at Serendipity ...
From $1294 per night (USD)Expedia
- From $1823 per night (USD)
VRBO
Beachfront Luxury +Heated Pool + Hot Tub +Golf Cart +Bikes+SUP
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Tripletail @ 308 S Bay Blvd – Private Beachfront Luxury Home 4 King Bedrooms | 4 Bathrooms | Heated Pool + Hot Tub | Go ...
From $1823 per night (USD)VRBO
- From $269 per night (USD)
Expedia
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 $269 per night (USD)Expedia
- From $1121 per night (USD)
VRBO
Beach Front Home on Anna Maria Island - Great Views! Pool! Sleeps 10!
- Bedrooms:
- 5
- 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 $1121 per night (USD)VRBO
- From $368 per night (USD)
VRBO
Waterfront Bradenton Home: Heated Pool & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gazebo | Boat Dock & Lift | 2 Mi to Beach Book this Bradenton beauty with unbeatable amenities for your next trip! Shro ...
From $368 per night (USD)VRBO
- From $334 per night (USD)
VRBO
Holmes Beach Family Home: Private Pool & 3 Decks!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Explore Florida’s beautiful Anna Maria Island from ‘Salty Dogs Beach House,’ a 3-bedroom, 2.5-bathroom, single family Ho ...
From $334 per night (USD)VRBO
- From $654 per night (USD)
Expedia
Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Sand Castle located just a few steps from the Gulf beaches of Anna Maria Island. Built in 1924, the Castl ...
From $654 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Starfish Cottage - sleeps 4 guests in 2 bedrooms
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Starfish Cottage is situated towards the top end of Anna Maria Island. The property is extremely well furnished and equ ...
From $431 per night (USD)VRBO
- From $478 per night (USD)
Expedia
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Open for business in 2025! Check out the latest review. OHasis Getaway is a true oasis on both the outside and inside! ...
From $478 per night (USD)Expedia
- From $676 per night (USD)
VRBO
Canal - C-View by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Recently renovated, C-View is the perfect island getaway for your family vacation. Conveniently located within walking d ...
From $676 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $865 per night (USD)
VRBO
Ground Floor Luxury Villa in Prime Location, Steps to Beach, Heated Pool/Spa
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Prime Location – Steps to the Beach! Luxurious ground-level home located at 124 50th Street, Holmes Beach, in the “Golde ...
From $865 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Cabin 2 Spinnakers Cottages: Dog Friendly - 250 Steps to Beach Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cabin 2 Spinnakers Cottages by Anna Maria Life Vacation Rentals 204 56th St. #2, Holmes Beach, FL 34217 What You'll Lov ...
From $187 per night (USD)Expedia
- From $481 per night (USD)
VRBO
Near Anna Maria Island 4 bedroom, luxury home, heated pool, pet friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Anna Maria Villa is a luxury vacation rentals near Anna Maria Island. This remodeled 4 bedrooms, 3 baths ranch style bea ...
From $481 per night (USD)VRBO
- From $1037 per night (USD)
Expedia
BUENA VISTA LUXURY BEACHFRONT 4BR - Anna Maria Island - By Island Real Estate Va
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Top 10 Gulfview on Anna Maria Island!!! You can see for miles in both direction down the beach. Luxury condominium “Buen ...
From $1037 per night (USD)Expedia
- From $981 per night (USD)
VRBO
DIRECT BEACH FRONT - Luxury 4BR Condo - Anna Maria Island- By Island Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
DIRECT BEACH FRONT - Luxury 4BR Condo - Buena Vista #3 - 101 67th Street - 4 Bedrooms and 3 and a 1/2 Baths - Bed/s: 3 ...
From $981 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Serenity Of The Sea: Save 10% until Nov 21!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
SLEEPING ARRANGEMENTS 3BR /2BA / Sleeps 8 Master bedroom – King bed with TV in the room. Second bedroom – Kin ...
From $418 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy our renovated 1,174 Sq.Ft Vila at Shorewalk vacation resort in Bradenton, FL.It is an end unit, on the second floo ...
From $388 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Anna Maria Sunsets - studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
***update*** The condo was updated on 5/5/24. This condo is at the Tortuga Inn which is the perfect beach-to-bay resort ...
From $242 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Vacation Day Is Always A Great Idea! 2 Classy Units, 2 Pools and Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This accommodation consists of TWO Spacious 1250sf apartments located in a private, gated community in a close vicinity ...
From $396 per night (USD)VRBO
- Click For Pricing
Expedia
Spacious hideaway - 5 miles to the beach- heated pool/jacuzzi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 18
Spacious 4 bedroom, 3.5 bathroom house located 5 miles from the beach. Our property is only a few minutes away from the ...
Click For PricingExpedia
- From $594 per night (USD)
VRBO
Better Choice for your Vacation! 3 Comfortable Units, Basketball & Tennis Courts
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
This accommodation consists of THREE Spacious 1250sf apartments located in a private, gated community in a close vicinit ...
From $594 per night (USD)VRBO
- From $556 per night (USD)
Expedia
Waterfront home near beaches with private heated pool, spa, and more
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Surrounded By Sea Breezes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $556 per night (USD)Expedia
- From $554 per night (USD)
VRBO
Upscale condo with large deck & shared pool - just steps from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
La Casa Karen Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $554 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Country Cottage Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Country Cottage located in a quiet area of Bradenton. Located on private secluded property .The cottage has its own fe ...
From $112 per night (USD)Expedia
- From $178 per night (USD)
VRBO
Waterfront Unit, Heated Pool, 70\" TV, Tiki Bar & Grill, On The Marina!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Marina Front, Updated Hotel Room-Condo at the Ramada Inn on 41. Ground-floor, Two large, comfy Queen beds, 70" smart TV ...
From $178 per night (USD)VRBO
- From $532 per night (USD)
Expedia
Aquarius-Pool Home West of Gulf Dr-By Island Real Estate Vacations
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spend your Anna Maria Island vacation in five star luxury when you visit “Aquarius”. This fully renovated Holmes Beach v ...
From $532 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Breezy Harbor AMI pool retreat near the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Stunning Fall 2024 renovation completed! Charming Breeze Harbor boasts a private heated pool and sits on a quaint corne ...
From $303 per night (USD)VRBO
- From $402 per night (USD)
Expedia
ON the Beach, 2nd Floor - Elevator - Heated swimming pool and Spa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
On the Beach - Full view of the Gulf of Mexico. Fully furnished and equipped. Includes Long Distance phone service wit ...
From $402 per night (USD)Expedia
- From $709 per night (USD)
VRBO
BOUTIQUE BEACH FRONT LUXURY LOCATED DIRECTLY ON BEACH WITH FABULOUS SUNSETS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This boutique luxury 5 star rated beach home awaits you for the vacation of a lifetime! ...
From $709 per night (USD)VRBO
- From $1574 per night (USD)
Expedia
Buena Vista #2: Luxury Beach Front Condo, Amazing Views, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Buena Vista #2 by Anna Maria Life Vacation Rentals 101 67th St #2, Holmes Beach, FL 34217 What You'll Love About This H ...
From $1574 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Boat Lover's, Spacious 4/3.5 waterfront saltwater canal home with dock and pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Boat Lovers' Paradise! Entertain family and friends in spacious 2400 sqft home with beautiful water front views, privat ...
From $322 per night (USD)VRBO
- From $302 per night (USD)
Expedia
Modern Beach House, 1 Block from beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This charming Anna Maria Island Vacation Home is located just a few houses from the white sand beaches! Holmes Beach is ...
From $302 per night (USD)Expedia
- From $571 per night (USD)
VRBO
La Cocolia located on north end of AMI. Lagoon Pool, Walk to Pine Ave.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house ...
From $571 per night (USD)VRBO
- From $1039 per night (USD)
Expedia
GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Glorious Daze! Our four bedroom/four bath private home is located along the sugary white sands of beautiful H ...
From $1039 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Sunshine Oasis 2 With Heated Saltwater Pool Just Minutes to Gulf Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom 2 bath home in west Bradenton just minutes from beautiful Anna Maria Island with miles of white sandy beaches, ...
From $272 per night (USD)VRBO
- From $787 per night (USD)
Expedia
Gulf Coast Luxury – Large Beachfront Living: La Playa #203D Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to La Playa #203D by RVA. Step out your door to the white sandy beach and emerald waters of the Gulf of Mexico. ...
From $787 per night (USD)Expedia
- From $704 per night (USD)
VRBO
The Beautiful House 6/4.5 w/detached residence, Pets+ SUN & FUN, CLOSE TO BEACH
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Check out our heated pool with LED lights, 3 1/2 horse power swim jet for swimming laps and serene rain waterfalls to Th ...
From $704 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Beautiful 2/2 bay veiw unit!! Fall dates are filling up quick, book yours today!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy some peace in quiet in beautiful Longboat Key. This clean and comfortable 2 bedroom 2 bathroom condo on Saras ...
From $319 per night (USD)Expedia
- From $418 per night (USD)
VRBO
Flash Sale Late OCT - NOV take a peek
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full ki ...
From $418 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Client texted view crazy ON SALE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full ki ...
From $385 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Large Private Unit #1! Big yard and close to local beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Perfect Duplex property unit! This is the perfect place for a quick trip, vacation, or whatever you need. The entire pro ...
From $234 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Breezy house with great location near beach, shopping & dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Guava Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $218 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Sea Life at Runaway Bay 211 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Please note that the condo complex is currently an active construction site, and the following amenities are unavailable ...
From $243 per night (USD)VRBO
- From $796 per night (USD)
Expedia
Casa Mariposa – AMI Luxury Retreat Steps to Beach & Pine Ave w/ Pool & Spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Casa Mariposa! On Anna Maria Island (Anna Maria, FL) Experience Casa Mariposa, Where Coastal Elegance Meets ...
From $796 per night (USD)Expedia
- From $290 per night (USD)
VRBO
3/2 Home Heated Pool / close to Beautiful Anna Maria Beaches / close to IMG
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🌞 A peaceful home is an ideal vacation home for families with multiple generations. 🌞 The house is well-maintained and ...
From $290 per night (USD)VRBO
- From $151 per night (USD)
Expedia
The Hideaways at Point Pleasant (Pine Side)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Hideaways at Point Pleasant – Downtown Welcome to The Hideaways at Point Pleasant, two beautifully updated cottage ...
From $151 per night (USD)Expedia
- From $638 per night (USD)
VRBO
Ground Floor Luxury Home, very close to Beach, Heated Pool/Spa 🌴🌴🌴🌴
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ground Floor Luxury Home with Heated Pool/Spa, very close to Beach 🌴🌴🌴🌴 Welcome to the AMI Beach Home on beautiful ...
From $638 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Island Getaway: Tropical Oasis Backyard, Pool, Dog Friendly, 1.5 blocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Getaway by Anna Maria Life Vacation Rentals 205 56th St., Holmes Beach, FL 34217 What You'll Love About This Hom ...
From $325 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Wake up on the waters of Tampa Bay in a north Anna Maria home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Two story elevated beach home with gorgeous water views, steps from park and two fishing piers. Enjoy meals in the separ ...
From $307 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Anna Cabana B by Anna Maria Life Vacation Rentals 301 Poinsettia Rd., Anna Maria, FL 34216 What you'll love about this ...
From $321 per night (USD)Expedia
- From $404 per night (USD)
VRBO
Retro Style Home with Large Pool Close to Downtown Holmes Beach and Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Gumbo Cottage located just 7 houses from the Gulf beaches of Anna Maria Island and a street away from downtow ...
From $404 per night (USD)VRBO
- From $796 per night (USD)
Expedia
2-Night Stay Available June 3-5 w/ Private Pool & Dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
DESCRIPTION: It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the ...
From $796 per night (USD)Expedia
- From $289 per night (USD)
VRBO
EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Renovated in 2025, bright, sunny, spacious and clean townhouse in a great location on Anna Maria Island, just a few minu ...
From $289 per night (USD)VRBO
- From $683 per night (USD)
Expedia
Beach View Retreat! 5BR Home with Pool, Spa, Rooftop Deck and Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Beach View Retreat by AMI Locals 4101 4th Ave, Holmes Beach, FL VRC19-000046 Welcome to Beach View Retreat, a five ...
From $683 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Snowbird-friendly home with enclosed yard, deck, grill, central AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bradenton Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $261 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Sun Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**Beach House, Sleeps 4, Easy walk to beach, Shops & Restaurants** Beautiful cozy cottage conveniently located in the h ...
From $335 per night (USD)Expedia




































































































