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House Rentals in Anna Maria Island, FL

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    All 899 Rentals in Anna Maria Island
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    Travellers to Anna Maria Island are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    From
    $3,612
    / Week
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    1 / 22
    4.5 of 5 stars (6) Very good
    Holmes Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (6) Make Enquiry
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    $121
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    1 / 15
    5 of 5 stars (8) Excellent
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (8) Make Enquiry
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    $1,402
    / Week
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    1 / 20
    4.5 of 5 stars (26) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (26) Make Enquiry
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    $892
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    1 / 22
    4.5 of 5 stars (16) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Pelican Cove Condominium, located at 901 Gulf Drive South in Bradenton Beach offers it all! This smaller complex features full bay views, boat dock, heated pool, spa and tennis. There is a large, screened lanai where you can enjoy your morning coffee while watching the sunrises. Located close to... View all property information
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    $191
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    1 / 25
    Anna Maria
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Parking
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Dolphin located at 706 Rose unit B. This quaint 2 bedroom 1 bath duplex located on a quiet street on the north end of beautiful Anna Maria Island awaits the vacationer in you. Recently updated and all new furniture throughout will accommodate up to 4 people. There is a queen bed, 1... View all property information
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    $1,615
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    1 / 21
    4 of 5 stars (18) Very good
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (18) Make Enquiry
    Amenities & Details
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Anna Maria Escape located at 725 North Shore Drive in Anna Maria city is just that - a peaceful, relaxed place to get away from it all. You can stroll on the beach for miles in either direction! It’s a perfect Anna Maria Island vacation home!This spacious and charming two bedroom, two bath Gulf... View all property information
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    $143
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    1 / 12
    4 of 5 stars (14) Very good
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
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    $221
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    1 / 14
    4 of 5 stars (3) Very good
    Holmes Beach
    3 Bedrooms / 7 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This spacious Canal front pool home is located in the desirable Key Royale subdivision of Holmes Beach. The sparkling blue water fully caged pool allows you to float your cares away. The pool/lanai area is very large with spaces to relax, eat and swim. This vacation rental home is large... View all property information
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    $229
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    1 / 36
    5 of 5 stars (3) Excellent
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Tropical three bedroom and two bath large beach vacation rental cottage completely renovated with everything new. The brand new pool is a tropical paradise with a spa, a small wading area great for the little ones and a shuffle board court, too! The large open floor plan of living room,... View all property information
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    $109
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    1 / 12
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This ground level vacation rental duplex comfortably offers soft tropical colors throughout. The living room, dining room and kitchen are an open floor plan. Relax on the cozy couch and watch a movie or enjoy a pleasant tropical breeze in the large back screened in lanai. The back yard is... View all property information
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    $208
    / Night
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    1 / 24
    4 of 5 stars (5) Very good
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Stereo System
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The adorable Coastal Cottage, located in the laid-back city of Anna Maria, is the perfect place to take a totally carefree vacation. The white sand beach of Anna Maria Island and the azure blue waters of the Gulf of Mexico are only a short stroll from this delightful three-bedroom, two-bath... View all property information
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    $1,445
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    1 / 19
    4.5 of 5 stars (8) Very good
    Bradenton Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Coquina Moorings, located at 1407 Gulf Drive South in Bradenton Beach offers the best of all worlds. This bay front complex features a beautiful heated pool directly on the bay and a boat dock for fishing enthusiasts. Immediately across the street is the white, sandy beach and the Gulf of Mexico.... View all property information
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    $1,147
    / Week
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    1 / 20
    4.5 of 5 stars (12) Very good
    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (12) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Shell Cove Condominium 9, located at 2310 Gulf Drive in Bradenton Beach, is a two bedroom, one bath unit that will sleep six.This unit has just undergone major renovations, including a new kitchen, new flooring and paint throughout, an in unit washer and dryer and all new furnishings. It is an... View all property information
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    $203
    / Night
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    1 / 21
    4.5 of 5 stars (4) Very good
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** Blue Wave Villas are all NEW and beautifully done duplexes located at 207 75th Street, Holmes Beach, Anna Maria Island, FL -- 2 Bedroom & 1 Bath: Accommodates up to (4) people: 1 King, 2 Twins : New Heated... View all property information
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    $135
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    1 / 16
    Holmes Beach
    2 Bedrooms / 7 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lucky Dux is a two bedroom and two & 1/2 bath townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria Island. This well cared for and well-appointed townhome offers the best of both worlds. You are just a short stroll to... View all property information
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    From
    $637
    / Night
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    1 / 22
    4 of 5 stars (1) Very good
    Holmes Beach
    8 Bedrooms / 4 Bathrooms / Sleeps 20
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Welcome to the Garden Villas at 4109 Gulf Drive in Holmes Beach. This delightful island locale is situated conveniently across from the Manatee Public Beach and the Gulf of Mexico. Walk to the Cafe on the Beach, West Coast Surf Shop and the nearby Island Centre Shopping which serves all of your... View all property information
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    $1,317
    / Week
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    1 / 21
    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
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    $2,179
    / Week
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    1 / 22
    5 of 5 stars (1) Excellent
    Bradenton Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Hideaway Cove is a bay front triplex located at 120 9th Street North in Bradenton Beach. This triplex features panoramic bay views of the Intracoastal Waterway and a spacious front yard facing the water. A swing is even provided to sit and enjoy the sunrises or just to relax and watch the boats go... View all property information
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    $850
    / Week
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    1 / 21
    4.5 of 5 stars (2) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Water Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Bay Watch Condo is a smaller sixteen unit complex located at 1301 Bay Drive North in Bradenton Beach in a much sought after complex. It's a direct Bay front condo with a boat dock, tropical, heated pool and undercover parking. Full bay views from the living room, kitchen and master bedroom bring... View all property information
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    $104
    / Night
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    1 / 9
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Turtle Nest just a short walk to the Gulf of Mexico and the sugar sand beaches of Holmes Beach. This vacation rental duplex has everything to offer with two bedrooms, kitchen, 2 bathrooms ,TV's in each room and all the comforts of home.The cozy decor is tasteful, fun and perfect for the... View all property information
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    From
    $157
    / Night
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    1 / 27
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Water Views
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • Dryer
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Seaside Beach House #205 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool. It's one of the nicest complexes on Anna Maria Island. This 'hidden away' property is located on a quiet side street in the northern end of Holmes Beach. It offers a heated pool,... View all property information
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    $1,020
    / Week
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    1 / 20
    4.5 of 5 stars (16) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Located in the heart of Anna Maria Island, at 3703 5th Avenue, in the sun-drenched community of Holmes Beach this roomy two bedroom, two bathroom condo is a recently up-dated, re-decorated and well maintained roomy, light and airy unit with covered parking plus a heated pool. Leave the car at home... View all property information
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    From
    $372
    / Night
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    1 / 22
    4.5 of 5 stars (19) Very good
    Bradenton Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (19) Make Enquiry
    Amenities & Details
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Beach House Resort #10, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated gulf front complex. The white, sandy beach stretches for miles in either direction! It features a large, private spa and spectacular beach views from virtually every room. Numerous chaise lounges... View all property information
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    From
    $271
    / Night
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    1 / 13
    4 of 5 stars (1) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    West of Gulf and in the city of Anna Maria.This lovely ground level Anna Maria Island beach single family home awaits you for the vacation you deserve! This rental home is stylishly decorated throughout. Rare and highly desirable three bedroom home is fabulous and just a few properties away from... View all property information
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    $104
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    1 / 22
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Nautilus Condominiums located at 7100 Gulf DR. Holmes Beach on beautiful Anna Maria Island. FL .The Nautilus Complex is directly on the Gulf of Mexico and has the best beaches on the West coast of Florida. Unit 105 is a ground level 2 bedroom 2 bathroom condo and it has everything you... View all property information
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    $2,907
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    1 / 22
    4 of 5 stars (1) Very good
    Holmes Beach
    4 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Water Views
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Island Bay House is a glorious four bedroom four bathroom bay front duplex located at 232 South Harbor Drive in Holmes Beach. This spacious duplex features an elevator, boat dock, heated indoor pool and spa. This property features spectacular panoramic views of the Intracoastal and Tampa Bay... View all property information
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    $850
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    1 / 19
    4 of 5 stars (9) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (9) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beachview Condo #6 at 3704 6th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Beachview offers a heated pool, and every amenity to make your stay here a... View all property information
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    $358
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    1 / 45
    4.5 of 5 stars (12) Very good
    Holmes Beach
    6 Bedrooms / 9 Bathrooms / Sleeps 16
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Memorable Gulf Views from this New Luxury Home located at 203E 69th Street, Holmes Beach, Anna Maria Island, FL -- (6) Bed: (4.5) Bath: Accommodates up to (16) people: 3 Kings, 1 Queen, Set of Bunk beds w/ Full trundle (Twin bunk on top w/ Full underneath) & 2 Queen Sleeper Sofas: Internet -... View all property information
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    $1,190
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    1 / 22
    4 of 5 stars (7) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes Beach. This quaint home has a large open deck with a great view of the beach. Watch the sunsets or enjoy the tropical landscaping on the large deck facing the Gulf. Numerous fruit trees and... View all property information
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    $135
    / Night
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    1 / 29
    Holmes Beach
    3 Bedrooms / 7 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Ultra-spacious 1520 sq ft 3 bedroom, 2.5 bath holiday condo located at 6250 Holmes Blvd in North Beach Village of Holmes Beach just 1 block from the pristine Anna Maria Island beaches. Lush landscaping gives this townhome privacy and charm. Townhouse-style layout with a 2-car garage on the ground... View all property information
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    $168
    / Night
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    1 / 25
    5 of 5 stars (1) Excellent
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to 'Holly Hideaway' located on the northern end of beautiful Anna Maria Island. This lovely two bedroom and two bath vacation rental features all that you will need to stay a week or a month! Feel the breezes through the screened lanai or lounge by the new heated pool located in the back of... View all property information
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    $850
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    1 / 20
    4.5 of 5 stars (7) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Seabreeze Condo B, at 403 39th Street in Holmes Beach, is a very nicely furnished, well maintained, and comfortable two bedroom, two bath unit with a heated pool. This smaller complex is located just a few short steps to the beach and it's just a short stroll down a newly created path to, shopping... View all property information
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    $288
    / Night
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    1 / 35
    4 of 5 stars (1) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Newly remodeled Island holiday home with peeks at the Gulf of Mexico and colorful sunsets. Three bedroom and two bath vacation rental in a desirable north end of Anna Maria location. It is also just a flip-flop walk to the pristine gulf beaches. Everything you could possibly need during and... View all property information
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    From
    $174
    / Night
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    1 / 19
    4.5 of 5 stars (2) Very good
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Washer
    • Air Conditioning
    • Dryer
    • Refrigerator
    • Internet Access
    • Garage
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This townhouse is beautifully decorated and completely modern with everything you need for the perfect vacation in paradise! The townhouse is convenient to everything on the island - walk to the beach, supermarket, retail shops, and restaurants. Or catch the local trolley and cruise the island to a... View all property information
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    $261
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    1 / 15
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Right across from the beach! This new ground level home awaits you and your family for a wonderful vacation. Enjoy everything from the heated pool to the soft sand beaches of Anna Maria Island. Everything is new and top of the line for your all of your holiday needs. This is a well sought after... View all property information
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    $174
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    1 / 12
    4.5 of 5 stars (15) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Pelican's Perch at 3209 Gulf Drive at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday rental villas all designer decorated and with floor plans maximizing water views. A heated pool is a great place to relax after a... View all property information
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    5 of 5 stars (9) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Recently remodeled island duplex just steps to the pristine Gulf of Mexico beaches of Holmes Beach. This vacation rental has been lovingly remodeled, and furnished with everything you could desire for a trip to our little 'Peace' of paradise. The light and bright interior will allow you to... View all property information
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    4.5 of 5 stars (15) Very good
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    The Azure Seas is a glorious three bedroom, two bath Gulf front home located at 779 North Shore Drive in the much desired and tranquil northern end of Anna Maria Island. Tropical paradise found!! This is the perfect place to forget your troubles and soak in the unbelievable views of the Gulf of... View all property information
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    4.5 of 5 stars (3) Very good
    Bradenton Beach
    3 Bedrooms / 7 Bathrooms / Sleeps 6
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Welcome to the Bermuda Bay Club located just blocks from downtown Bradenton Beach, Florida on beautiful Anna Maria Island! Jump the free Trolley, ride to Holmes Beach and then to Anna Maria City for a day for shopping and dining. Welcome to the Bermuda Bay Club located just blocks from downtown... View all property information
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    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Welcome to 'Garden Cottage' located in the heart of Anna Maria City. Enjoy this charming island cottage and you will enjoy all that the island has to offer. Stroll to dining and all the new shops on Pine Ave. Just a short stroll and you will be at the City Pier where you can catch your own dinner... View all property information
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    $208
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    4.5 of 5 stars (3) Very good
    Holmes Beach
    3 Bedrooms / 8 Bathrooms / Sleeps 6
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Brand New! BLUE LAGOON - Anna Maria Island's newest vacation rental villa is ready for your next vacation! Three bedroom, three and a half bath with a huge Tropical pool and 10' waterfall right outside your back door. The pretty upgraded kitchen offer granite countertops, stainless... View all property information
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    5 of 5 stars (2) Excellent
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Washer
    • Stereo System
    • Deck
    • Wi-Fi
    • Waterfront
    • Garage
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Spectacular Bay Views!!! Overlooking the pool, this big water view will take your breath away! Relax on your covered lanai and gaze at the Sarasota skyline, watch the dolphins swim by, or swim in the pool while watching the sailboats drift by. This exceptional property is tucked away from the noise... View all property information
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    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Internet Access
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Jukes Beach House is a charming, gulf front home located at 102 34th Street in Holmes Beach. This ground level home is conveniently located close to shopping and restaurants and on a pristine, wide expanse of beach. What could be better? This is a new and affordably priced gulf front home that... View all property information
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    4 of 5 stars (5) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
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    About this property
    Fantastic 'Palm Tree Breezes' 2 bedroom, 2 bath, Island Condominium! This Condominium is 350 steps from Gulf water and white pristine beaches, a great place to get away to paradise. The bedrooms are all nice size with plenty of closet space. The large eat-in kitchen is a perfect spot to get... View all property information
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    Anna Maria
    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Internet Access
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    • Pet-friendly
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    • x
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    About this property
    Living at the beach is like living anywhere else except it's BETTER in almost every way imaginable! You will enjoy the morning sun as it rises over the dock & canal and floods the living room with light. Experience it for yourself in 243 Willow Ave, Anna Maria Island. This beautiful 3 bedroom,... View all property information
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    4.5 of 5 stars (18) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    About this property
    The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directly on the emerald waters of the Gulf of Mexico. While the Tiki is located in a very quiet area on a secluded beach area, it is within a five minute walk to shopping and restaurants. Recent... View all property information
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    4.5 of 5 stars (12) Very good
    Holmes Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 13
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    The Valhalla located at 3216 Gulf Drive in Holmes is a wonderful five bedroom, three bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping and restaurants. The location is perfect!Each unit features a large covered... View all property information
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    $737
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    5 of 5 stars (5) Excellent
    Anna Maria
    9 Bedrooms / 6 Bathrooms / Sleeps 26
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    • Internet Access
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    • Pet-friendly
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    About this property
    The Blue Dolphin Inn, located at 780 Jacaranda and 404 Alamanda in the tranquil City of Anna Maria features four units surrounding a tropical heated pool with tiki huts, grills, rooftop observation decks and loads of charm. Each unit has its own private patio and gas grill for an evening of... View all property information
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    $365
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    4.5 of 5 stars (4) Very good
    Holmes Beach
    5 Bedrooms / 9 Bathrooms / Sleeps 12
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Welcome to Beachy Villa Vista! Gulf Peeks from this New Luxury Home located at 116 45th Street, Holmes Beach, Anna Maria Island, FL-- (5) Bed: (4.5) Bath: Accommodates up to (12) people: 4 Queens, 2 Twins & 1 Queen Sleeper Sofas: Internet - Wireless: No smoking: Pet Friendly.Central vacuum.... View all property information
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    $219
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    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Dishwasher
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Stay any week in the month of May 2015 for only $999.00 per week. Non-holiday and no other discounts would apply. Close to the Beach, classic, and cute!! Welcome to Little Miss Magic located at 116 81st Street on beautiful Anna Maria Island on the West Coast of Florida. Beach access is just 5... View all property information
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