Anna Maria Florida Vacation Rentals


Anna Maria Vacation Rentals, Condos and Short Term Rental Accommodations

Book our vacation rentals with selection of 1,2,3 or 4 bedroom homes in Anna Maria Florida. Search hundreds of properties, find the best deal when you book directly online.

Coconuts Management - Tahitians - Holmes Beach 3
Cottage Rentals - Anna Maria Island
1 Bedroom(s) 2.0 Bath  Sleeps:
Starting at: $165.00/Day
The Tahitians are one bedroom two bath apartments on stilts. They are less than one minute walking distance to the Gulf of Mexico, wood deck with view of the beach.... read more »
Runaway Bay 0
Condo Rentals - Anna Maria Island
2 Bedroom(s) 2.0 Bath  Sleeps: 4-6
Starting at: $750.00/Wk
Enjoy Anna Maria Island Florida Living. Enjoy the sugar sands of this direct beach access condo. Fishing, tennis, exercise room, saunas, shuffleboard and the largest heated pool on the Island. All the comforts of home packed into a relaxing vacation... read more »
Casa Bonita 0
Vacation Home Rentals - Anna Maria
4 Bedroom(s) 4.0 Bath  Sleeps: 10
Starting at: $745.00/Day
BRAND NEW - Island Real Estate's rental program now presents Casa Bonita, located at 230 Oak Avenue! Upscale to perfection, this private home is on a quiet street in the City of Anna Maria on beautiful Anna Maria Island. You are just a short stro<... read more »
Sugar Plum Hideaway East 0
Duplex Rentals - Anna Maria
3 Bedroom(s) 2.0 Bath  Sleeps: 8
Starting at: $2,100.00/Wk
Welcome to Sugar Plum East located at 114 Mangrove in the City of Anna Maria on beautiful Anna Maria Island. This upscale 3 bedroom 2 bathroom ground level duplex is West of Gulf Drive, so no streets to cross and only a few steps to the Gulf of Mexic... read more »
Palm Isle Village Resort 0
Cottage Rentals - Anna Maria Island
2 Bedroom(s) 2.0 Bath  Sleeps: 6
Starting at: Call for Rates
Palm Isle Village -3200 Gulf Drive - Holmes Beach Palm Isle Village in Holmes Beach is Anna Maria Islands NEWEST and finest condominium complex offering several fabulous holiday villas all designer decorated and with floor plans maximizing water v... read more »
Short Board 0
Duplex Rentals - Anna Maria
2 Bedroom(s) 2.0 Bath  Sleeps: 6
Starting at: $1,600.00/Wk
On Anna Maria Island, you hear a lot about visitors experiencing love at first sunset. By the time sun is setting on your first day, most people are hooked. But when you pull up the east side of this elevated vacation home at 131 White Ave, it might ... read more »
Sweet Retreat Cottage 0
Cottage Rentals - Anna Maria
3 Bedroom(s) 2.0 Bath  Sleeps: 8
Starting at: $2,270.00/Wk
This holiday cottage rental on Anna Maria Island was named Sweet Retreat Cottage for a reason. Spend a week or two here and your stress will melt away like candy left in the sun. Cozy enough for honeymooners, but room for a family of eight, you’re... read more »
Anna Maria Island Vacation Home! 0
Vacation Home Rentals - Anna Maria
3 Bedroom(s) 3.0 Bath  Sleeps: 6
Starting at: $1,800.00/Wk
744 Jacaranda---In City of Anna Maria---3 bedroom 3 bath raised home with private screened-in pool. 1 block to beach. Quiet residential area. Pool heat optional @ $20/day. Go to our website and view the Virtual Tour! You will be sold and packing ... read more »
Coconuts Management - Princess Martha - Holmes Beach 0
Condo Rentals - Anna Maria Island
2 Bedroom(s) 2.0 Bath  Sleeps: 4 - 6
Starting at: $1,315.00/Wk
Princess Martha one and two bedroom apartments directly on the Gulf of Mexico. Deluxe apartments with breathtaking views. ... read more »
Sea 'Esta 0
Vacation Home Rentals - Anna Maria
2 Bedroom(s) 2.0 Bath  Sleeps: 6
Starting at: $1,580.00/Wk
Spend your holiday in Sea ‘Esta and enjoy sweet dreams, suntans, and a short walk to the beach. Sleeping arrangements make room for six guests; there’s even room for four legged members of the family. (2) Bedroom, (2) Bathroom, accommodates up to (6)... read more »
Coconuts Management - The Coconuts Beach Resort 0
Condo Rentals - Anna Maria Island
1 Bedroom(s) 1.0 Bath  Sleeps: 4 - 6
Starting at: $255.00/Day
Walk the miles of sugar white beaches, caressed by the warm waters of the Gulf of Mexico, transform Anna Maria Island into a vacationers paradise. This unique Gulf front property offers vacationers wonderful sunsets from almost every apartment. One ... read more »
The Seashell Cottage 0
Cottage Rentals - Anna Maria
2 Bedroom(s) 2.0 Bath  Sleeps: 6
Starting at: $1,395.00/Wk
The two bedroom and two bath beach cottage rental so close to the beach you can smell the salt air. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. The sugar sand beach is only STEPS away at the end of the s... read more »
Rest a Shore 0
Vacation Home Rentals - Anna Maria
4 Bedroom(s) 3.5 Bath  Sleeps: 8
Starting at: $3,140.00/Wk
There is getting away from it all and there’s completely removing yourself from reality. Experience a near ethereal level of luxury by spending a week at the vacation home so wisely and whimsically dubbed Rest A Shore. (4) Bedroom, (3.5) Bathroom, ac... read more »
Coconuts Management - Key Royal - Holmes Beach 0
Vacation Home Rentals - Anna Maria Island
3 Bedroom(s) 2.0 Bath  Sleeps:
Starting at: $1,100.00/Wk
This intimate attractive three bedroom, two bath home on a canal offers private boat dock and caged pool and patio area. Nicely Furnished. ... read more »
Sea Grape Lane 0
Cottage Rentals - Anna Maria
2 Bedroom(s) 1.0 Bath  Sleeps: 6
Starting at: $530.00/Day
A lot of time, love, and taste have gone into remodeling this vacation home without losing any of that vintage charm. (2) Bedroom, (1) Bathroom, accomodates up to (6) people: 1 King, 1 Queen,1 Twin, 1 Trundle. The cottage has just been outfitted ... read more »
Map

Don't know where to find a Rental Home in Anna Maria Florida?

Search for hundreds of short term properties perfect for a romantic honeymoon, family getaway or a vacation for two. Find availability details, view pictures of vacation rental, villa condo or resort accommodations.

Booking best price

Online Booking We have chosen to partner with Booking.com to offer travelers the best choices for Vacation Rental Properties and Hotels.

No Booking Fees, Last Minute Deals and more......

Search Availability

Find a Property Manager
Need a Property Manager for your Vacation Rental Home?

Vacation Rental Website Design

Vacation Rental Websites

Responsive Website Design Services for Real Estate, Vacation Rentals, Resorts and Hotels.

Contact us to Upgrade

© Reservations Direct, Inc. a Short Term Vacation Rentals, Resorts & Hotel Accommodations - About Us | Privacy | Search Top Destinations