Anna Maria, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anna Maria, Florida on RentalSaver.com!

Anna Maria Rentals

From $627 per night (USD)
VRBO
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)
VRBO
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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 Pricing
Expedia
$Beautiful lakeside home w\/ upscale amenities, heated private pool & fishing dock$
From $462 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 $462 per night (USD)
VRBO
$Old Florida-style cottage w\/ private heated pool - walk to the beach - dogs OK$
From $580 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 $580 per night (USD)
Expedia
From $451 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 $451 per night (USD)
VRBO
$Beautiful cottage w\/ heated private pool - walk to beach, dining, Bayfront Park$
From $635 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 $635 per night (USD)
Expedia
$Beautiful, well-maintained home w\/ heated private pool - walk to beach & dining$
From $788 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 $788 per night (USD)
VRBO
From $307 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 $307 per night (USD)
Expedia
From $415 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 $415 per night (USD)
VRBO
$High-end home w\/ heated private pool\/spa, courtyard, & floor-to-ceiling windows$
From $691 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 $691 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 $1025 per night (USD)
Expedia
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 $1025 per night (USD)
Expedia
$Tropical-themed getaway w\/ heated private pool - walk to free trolley, shopping$
From $448 per night (USD)
VRBO
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 $448 per night (USD)
VRBO
From $701 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 $701 per night (USD)
Expedia
From $378 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 $378 per night (USD)
VRBO
From $576 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 $576 per night (USD)
Expedia
$Dog-friendly house w\/ private heated pool & entertainment - walk to the beach$
From $966 per night (USD)
VRBO
Dog-friendly house w\/ private heated pool & entertainment - walk to the beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Au Soleil Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $966 per night (USD)
VRBO
From $289 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 $289 per night (USD)
Expedia
$Dog-friendly house w\/ beautiful upstairs deck and grill, steps from the beach$
From $461 per night (USD)
VRBO
Dog-friendly house w\/ beautiful upstairs deck and grill, steps from the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sandy's Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $461 per night (USD)
VRBO
$Canalfront home w\/ WiFi, heated pool, dock & lanai - 2 blocks to the beach$
From $638 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 $638 per night (USD)
Expedia
From $479 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 $479 per night (USD)
VRBO
$Breezy canalfront home w\/ heated pool & dock - 3 blocks to Bean Point Beach$
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Expedia
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 Pricing
Expedia
From $534 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 $534 per night (USD)
VRBO
From $851 per night (USD)
Expedia
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 $851 per night (USD)
Expedia
$Enjoy \Endless Summer\ at this awesome luxury beach house with your family!$
From $1110 per night (USD)
VRBO
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 $1110 per night (USD)
VRBO
From $577 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 $577 per night (USD)
Expedia
$Point's Hideaway - Luxury 3BR w\/ Pool, Deck w\/ Bay Views$
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 $976 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 $976 per night (USD)
Expedia
From $1852 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 $1852 per night (USD)
VRBO
$TripleTail- beachfront 4\/4$
From $1893 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 $1893 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 $1032 per night (USD)
VRBO
Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach
Bedrooms:
5
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 $1032 per night (USD)
VRBO
From $436 per night (USD)
Expedia
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 $436 per night (USD)
Expedia
From $537 per night (USD)
VRBO
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 $537 per night (USD)
VRBO
From $704 per night (USD)
Expedia
Canal - C-View by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
C-View is the perfect island getaway for your family vacation. Conveniently located within walking distance to Anna Mari ...
From $704 per night (USD)
Expedia
From $1140 per night (USD)
VRBO
BUENA VISTA LUXURY BEACHFRONT 4BR - Anna Maria Island - By Island Real Estate Va
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Top 10 Gulfview on Anna Maria Island!!! You can see for miles in both direction down the beach. Luxury condominium “Buen ...
From $1140 per night (USD)
VRBO
From $1166 per night (USD)
Expedia
DIRECT BEACH FRONT - Luxury 4BR Condo - Anna Maria Island- By Island Real Estate
Bedrooms:
4
Bathrooms:
5
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 $1166 per night (USD)
Expedia
From $1232 per night (USD)
VRBO
Vitamin Sea managed by Beach Retreats FL Anna Maria Island
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
146 Crescent Dr, Anna Maria FL 34216 VITAMIN SEA is a home that features 5 bedrooms and 5 bathrooms and a fantastic loca ...
From $1232 per night (USD)
VRBO
$Colorful beach cottage w\/ heated private pool & grill area - dog-friendly$
From $521 per night (USD)
Expedia
Colorful beach cottage w\/ heated private pool & grill area - dog-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea's The Day Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $521 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Casual beachside getaway with pool, and easy beach access
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Water's Edge 105 South Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $405 per night (USD)
VRBO
From $694 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 $694 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Welcoming condo close to the beach with private heated pool & WiFi
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
LaMadeira 305 Unit A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $437 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Upscale condo with large deck & shared pool - just steps from the beach
Bedrooms:
3
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 $537 per night (USD)
Expedia
From $1785 per night (USD)
VRBO
Buena Vista #2: Luxury Beach Front Condo, Amazing Views, Pool by Anna Maria Life Vacation Rentals
Bedrooms:
4
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 $1785 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Luxury 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 $326 per night (USD)
Expedia
From $695 per night (USD)
VRBO
La Cocolia located on north end of AMI. Lagoon Pool, Walk to Pine Ave.
Bedrooms:
2
Bathrooms:
3
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 $695 per night (USD)
VRBO
From $566 per night (USD)
Expedia
Anna Maria North End Retreat, Private Pool, 250 feet from the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The North Shore House is a clean and peaceful cottage, located in the desirable north end of Anna Maria Island, just 250 ...
From $566 per night (USD)
Expedia
From $680 per night (USD)
VRBO
Moon Shadow South: North End of Anna Maria Island with Spectacular Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Moon Shadow South's location can't be beat with views of Passage Key in Tampa Bay from the Primary Ensuite. You are just ...
From $680 per night (USD)
VRBO
From $237 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 $237 per night (USD)
Expedia
From $1103 per night (USD)
VRBO
Gulf Shore Retreat: Private Pool managed by Beach Retreats FL Anna Maria Island
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd ...
From $1103 per night (USD)
VRBO
$Casa Mariposa – Luxury Retreat, Butterfly Garden, Pool\/Spa, Steps to Pine Ave & 4 Houses to Beach$
From $1046 per night (USD)
Expedia
Casa Mariposa – Luxury Retreat, Butterfly Garden, Pool\/Spa, Steps to Pine Ave & 4 Houses to Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Casa Mariposa! On Anna Maria Island (Anna Maria, FL) Experience the charm and luxury of Casa Mariposa, a hid ...
From $1046 per night (USD)
Expedia
$Bateman's - Luxury 4BR Canal-Front Home w\/ Heated Pool, Spa & Dock$
From $1105 per night (USD)
VRBO
Bateman's - Luxury 4BR Canal-Front Home w\/ Heated Pool, Spa & Dock
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Bateman's! On Anna Maria Island (Anna Maria, FL) Discover the ultimate in coastal luxury at Bateman's, a stu ...
From $1105 per night (USD)
VRBO
$March Dates! Ground Floor Luxury Home, Heated Pool\/Spa 🌴🌴🌴🌴$
From $711 per night (USD)
Expedia
March Dates! Ground Floor Luxury Home, Heated Pool\/Spa 🌴🌴🌴🌴
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Ground Floor Luxury Home with Heated Pool/Spa, very close to Beach 🌴🌴🌴🌴 Welcome to the AMI Beach Home on beautiful ...
From $711 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 $774 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 $774 per night (USD)
Expedia
$2-Night Stay Available June 3-5 w\/ Private Pool & Dock!$
From $781 per night (USD)
VRBO
2-Night Stay Available June 3-5 w\/ Private Pool & Dock!
Bedrooms:
3
Bathrooms:
4
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 $781 per night (USD)
VRBO
From $1410 per night (USD)
Expedia
Toes in the Water: North End, West of Gulf, Steps to Beach, Pool by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Toes in the Water by Anna Maria Life Vacation Rentals 110 Palm Ave, Anna Maria, FL 34216 What You'll Love About This Ho ...
From $1410 per night (USD)
Expedia
From $1053 per night (USD)
VRBO
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly redesigned elevated pet friendly 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state o ...
From $1053 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The cozy front porch of Gulf Winds B invites you to have your morning coffee or your evening cocktail and in the back ya ...
From $271 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Barefoot Dreams: Dog Friendly, Private Pool,1 Block to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Barefoot Dreams by Anna Maria Life Vacation Rentals 201 76th St. East Unit B, Holmes Beach, FL 34217 What You'll Love A ...
From $290 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Casa Posada - Cozy 2BR Historic Beach Cottage Steps to Gulf, Pets OK, Hear the Waves!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Casa Posada! On Anna Maria Island (Anna Maria, FL) Experience the charm of old Florida living with modern co ...
From $450 per night (USD)
Expedia
From $684 per night (USD)
VRBO
Tucked Away in Anna Maria
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tucked Away is a newly renovated custom home with everything you could possibly need for the vacation of a life time. Th ...
From $684 per night (USD)
VRBO
From $1177 per night (USD)
Expedia
Perfect summer vacation home! Close to Bean Point, great pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Feelin' Salty by AMI Locals Home in Anna Maria, FL Highlights: - Pool - Ping pong table - Open concept layout with ple ...
From $1177 per night (USD)
Expedia
From $1303 per night (USD)
VRBO
Luxury Home with Pool, Spa, Rooftop, a block from the Beach - Paradise Bound
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Paradise Bound by AMI Locals Home in Anna Maria, Florida VR21-000036 Welcome to Paradise Bound, a four bedroom and four ...
From $1303 per night (USD)
VRBO
From $659 per night (USD)
Expedia
Sea Whisper in north-end Anna Maria with private dock and pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Welcome to Sea Whisper, our brand new renovated home with 3 bedrooms / 3 bathrooms, private dock, swimming pool, and spa ...
From $659 per night (USD)
Expedia
From $379 per night (USD)
VRBO
2 minute walk to the beach! Off the main road in a quiet and tropical setting
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
What you'll love about this home: - Location! 2 min walk to the beach - 3 Bedrooms / 2 full bathrooms - 1 King, 1 Que ...
From $379 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Tropical rear yard with private luxury heated Saltwater pool and hot tub/spa and spacious paved area plus large ground f ...
From $434 per night (USD)
Expedia
From $537 per night (USD)
VRBO
Easy walk to beach, enjoy private splash pool, super clean!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Custom built this three bedroom, two bath home is beautifully designed for six guests. Come to Island Breeze and relax w ...
From $537 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Charming house with private heated pool, lanai. Great location to beach & shops
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
What You’ll Love About This House: Location! 2 blocks to the Beach, 4 blocks to Pine Ave and 1 block to the Free Trolle ...
From $420 per night (USD)
Expedia
From $880 per night (USD)
VRBO
Beautifully remodeled 3 bedroom luxury home, just steps to BEACH! Brand-new Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The Deckhouse by AMI Locals Home in Anna Maria, FL Highlights: • Brand new pool with spa • Multiple decks • Keurig cof ...
From $880 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Your Own Oasis: A Tropical Retreat with Lagoon Style Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your Own Oasis - An Island Retreat with Lagoon Style Pool, close to Bay and Beach Escape to "Your Own Oasis" on Anna Ma ...
From $438 per night (USD)
Expedia
$2 Bedroom \/ 2 Bath Ground Level With a Heated Pool$
From $306 per night (USD)
VRBO
2 Bedroom \/ 2 Bath Ground Level With a Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This listing is for a Weekly rental located in the heart of Anna Maria Island at 305 61st St, Unit A, Holmes Beach, FL, ...
From $306 per night (USD)
VRBO
From $1452 per night (USD)
Expedia
Luxurious Private Canal Front Home with Resort Style Pool! - Banyan Manor
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Banyan Manor by AMI Accommodations Home in Anna Maria, FL Welcome to Banyan Manor! This stunning four-bedroom, four-ba ...
From $1452 per night (USD)
Expedia
From $691 per night (USD)
VRBO
Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Carefree Cay by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000412 Welcome to Carefree Cay, a ...
From $691 per night (USD)
VRBO
From $738 per night (USD)
Expedia
Beautiful home with fenced yard, heated pool, hot tub, and elevator!
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Sand Castle by Anna Maria Island Accommodations Holmes Beach, FL 34217 VRC19-000022 Welcome to Sand Castle! Nestled in ...
From $738 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Beautiful home near the beach with heated pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Highlights • Less than a five-minute walk to the beach • Private pool • Washer and dryer • Less than a 10-minute troll ...
From $420 per night (USD)
VRBO
From $544 per night (USD)
Expedia
Family Home with Pool Near Gulf Beaches - Corona Joe's Beach Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Corona Joe's Beach Cottage by AMI Accommodations Home in Holmes Beach, FL VRC17-000163 Experience the perfect family g ...
From $544 per night (USD)
Expedia
$Beautiful, Ground Level 4 bedroom\/3 bath home, just a short block to the beach$
From $674 per night (USD)
VRBO
Beautiful, Ground Level 4 bedroom\/3 bath home, just a short block to the beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Simply Chic 1.5 Blocks to Beach Beautiful, Ground Level 4 bedroom/3 bath home, just a short block to the beach. Beaut ...
From $674 per night (USD)
VRBO
From $297 per night (USD)
Expedia
Home with Private Backyard and Heated Pool - Gulf Breeze Villa B
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gulf Breeze Villa B by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000146 Gulf Breeze Vill ...
From $297 per night (USD)
Expedia
From $1377 per night (USD)
VRBO
Luxury Home with Heated Pool, Hot Tub, and Entertainment Area!
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Highlights • Less than a 5-minute walk to the beach • Private pool and hot tub • Game area • Multiple balconies ...
From $1377 per night (USD)
VRBO
From $889 per night (USD)
Expedia
Awesome Family Home with Pool, Dock, Putting Green - Lavender Lagoon
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lavender Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FL 34217 VR22-000006 Make Lavender Lagoon yo ...
From $889 per night (USD)
Expedia
From $629 per night (USD)
VRBO
Tropical Oasis with Private Pool and Game Room, 3 Blocks to Beach or Bay!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Highlights • Less than a 10-minute walk to the beach or bay • Private Pool • Ping Pong Table • Washer and Dryer Pel ...
From $629 per night (USD)
VRBO
From $1166 per night (USD)
Expedia
Family Vacation Home! Pool, Games, and Multiple Seating Areas - Pelican Paradise
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Pelican Paradise by Anna Maria Island Accommodations 214 Elm Ave Anna Maria, FL 34216 VR19-000001 Welcome to Pelica ...
From $1166 per night (USD)
Expedia
From $595 per night (USD)
VRBO
Private home with Pool, Spa, and Ping Pong! 6 mins to Beach! - Banana Cabana
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Banana Cabana by Anna Maria Island Accommodations 318 64th St Holmes Beach, FL 34217 Relaxation awaits at Banana Caba ...
From $595 per night (USD)
VRBO
From $852 per night (USD)
Expedia
Home with Pool and Outdoor Amenities near the Bay and Beach - North End Chic
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
North End Chic by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000361 Welcome to North End Chi ...
From $852 per night (USD)
Expedia
From $452 per night (USD)
VRBO
Elevated Anna Maria Family Rental with Pool, 1 Block to Beach - Starfish Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Starfish Beach by Anna Maria Island Accommodations Home in Anna Maria, Florida VR16-000393 Welcome to Starfish Beac ...
From $452 per night (USD)
VRBO
From $767 per night (USD)
Expedia
Canal Front Home with Pool, Spa and Rooftop Deck!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Silver King by Anna Maria Island Accommodations 316 Tarpon St Anna Maria, FL 34216 VR16-000118 Welcome to Silver Ki ...
From $767 per night (USD)
Expedia
From $562 per night (USD)
VRBO
Azure: A Beautiful Vacation Home Just Steps from Bean Point Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Azure by Anna Maria Island Accommodations Home in Anna Maria, Florida VR18-000114 Welcome to Azure, a modern vacation ...
From $562 per night (USD)
VRBO
From $555 per night (USD)
Expedia
Centrally located. 3 blocks to the beach. Private pool and hot tub.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Sand Dollar by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000117 Welcome to Sand Dollar, a ...
From $555 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Highlights • Less than a 10-minute walk to the beach • Private pool • Ping pong table • Outdoor shower • Washer an ...
From $535 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Beautiful Guest House Near the Beach with Private Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Highlights • Less than a 5-minute walk to the beach • Pool Anna Maria Guest House 212 by Anna Marie Accommodations ...
From $540 per night (USD)
Expedia
From $677 per night (USD)
VRBO
Guest House in the Business District with Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Anna Maria Guest House 317 by Anna Maria Accommodations Home in Anna Maria, FL 34216 Welcome to Anna Maria Guest House ...
From $677 per night (USD)
VRBO
From $575 per night (USD)
Expedia
Anna Maria Island Beach Cottage with Private Pool and Spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beach Cottage by Anna Maria Island Accommodations 211 71st St Holmes Beach, FL 34217 VRC16-000178 Welcome to Beach C ...
From $575 per night (USD)
Expedia
From $866 per night (USD)
VRBO
Canal Home with Private Dock, Pool, Outside Dining - Hammock Dreams
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hammock Dreams by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000408 Welcome to Hammock Drea ...
From $866 per night (USD)
VRBO
From $510 per night (USD)
Expedia
Beautifully outfitted home with a heated pool and tropical backyard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Seahorse Paradise 2.5 Blocks to Beach Highlights: • Heated Pool • Tropical Backyard • Large Covered Patio • Poolside ...
From $510 per night (USD)
Expedia
From $527 per night (USD)
VRBO
Enjoy Endless Summer Fun with a Private Heated Pool at Key Largo Cottage!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Key Largo Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Discover your ultimate family g ...
From $527 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Private Home with Pool and Hot Tub, just 5 Houses to the Water!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach Baby by Anna Maria Island Accommodations Private home in Anna Maria, Florida 5 Houses to Beach! Highlights: • J ...
From $621 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Coastal home with pool and tropical landscaping!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Pineapple Palms by AMI Accommodations Holmes Beach, FL 2.5 Blocks to Beach Highlights: • Private heated pool • Beaut ...
From $419 per night (USD)
VRBO
From $723 per night (USD)
Expedia
1.5 Blocks to Gulf Beaches, Private Heated Pool - No Bad Days
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
No Bad Days by Anna Maria Island Accommodations Home in Holmes Beach, FL VRC18-000057 Welcome to No Bad Days, an invit ...
From $723 per night (USD)
Expedia

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