Vacation Rentals & Beach Rentals in Anna Maria Island

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35 beach rentals

Coconuts Beach Front 106 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$196

Coconuts Two Bedroom 118 Upstairs Courtyard

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$196

Coconuts Beach Front 105 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$252

Coconuts Poolside Unit 104

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“The BEST spot on the island!” 24 hours ago we got home from our vacation to Anna Maria at the Coconuts! I'm already wishing we could get a plane and head back!! We absolutely love this island.. And finally lucked out finding the perfect place to stay! We rented a pool side room which was perfect for my family! My daughter couldn't wait to get up and jump in the pool at 9am and just a few steps walk out of the pool gate was the GULF! The location could not be better. The beach wasn't busy like around the public entrances we have previously been on. We could even cast out our poles and catch fish while we enjoyed the beach. My 8 year old daughter caught 5 fish right off the bat Saturday morning! The actual room was great too! Very old school Florida beach feeling to it.. It really felt like the island life! If your looking for a top of the line updated place.. This wouldn't be your place. But if your just looking for that true island feeling.. It's here! It has everything you could possibly need on a condo.. Other then a washer and dryer, but they are on site and I was able to come home with clean luggage to put away! The only complaint we have is the beds.. They were not comfortable at all. Doing our full 10 vacation on those would have been tough. The pricing was VERY reasonable also.. A lot of places on the island can get pricey. The Resort on all was awesome tho! We love it.. And we will be back next year

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$207

Coconuts Beach Front 108 Ground floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Great” Great location! Beautiful view. The condo was was spacious enough for a small group. The beds were a little harder than I would like but the location of the condo and view were great.

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$252

Coconuts Courtyard 119 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$189

Coconuts Beach Front 109 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$196

Coconuts Beach Front 107 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$304

Coconuts Two Bedroom Unit 117 Upstairs Courtyard

Holmes Beach villa

1 bedroom / 2 bathrooms / sleeps 8

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$252

coconuts Courtyard 114 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$243

Coconuts Beach Front 112 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$196

Coconuts Beach Front 110 Upstairs

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$252

3B Villas on Anna Maria Island Two Bedroom

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

“Vacation” Nice quiet clean and had everything we needed we had a wonderful time and the beach is only a block away

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$176

Coconuts Poolside Unit 102

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$207

Anna Maria Island Stunning Waterfront home

Anna Maria Island house

3 bedrooms / 2 bathrooms / sleeps 7

“Fantastic accommodations and hosts!” As others have stated, the pictures do not do this home justice! The common space is allocated in such a way that there are four different conversational areas and an office! This was a working vacation for me and I sincerely enjoyed working from the indoor office area or poolside. I cannot say enough about the attentiveness and graciousness of our hosts, the Greenfelders. From the time I spoke with Gail to make the reservation, I knew we would be instant friends. My feelings were confirmed upon meeting her in person. My husband and I enjoyed a wonderful social evening with Glen and Gail during our visit and every concern we had while staying at the house was addressed in a timely fashion to our complete satisfaction. I don't really want others to know about this home as I'd like to keep it for our own personal jewel, but I guess that wouldn't be fair...so rent this house!

Responds fast! avg. 2 hours 26 minutes

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$266

Coconuts Courtyard 116 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$189

Coconuts Poolside Unit 101

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$160

Coconuts Courtyard 115 Ground Floor

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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$189

C-viewFlorida, Canal/Dock/Heated Pool/Near Gulf - A Hidden Gem

Anna Maria house

5 bedrooms / 4 bathrooms / sleeps 10

“Great Beach Vacation Spot” A really outstanding vacation house. The house is roomy, up-to-date in every way, and clean beyond all means. It has everything you need if you want to cook and if not you are very close to great resturants. You are a short hop to a beautiful beach. But you also have your own swimming pool and dock-bring your boats or whatever. The place was extremely clean upon arrival and was easy to find. Just a great place for a vacation.

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$491

Coconuts Poolside Unit 103

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Holiday vacation” We loved the place. We had to ask several times ar the beginning of our stay to please put the pool heater on. It eventually got up to 85 but then got cold again. Hopefully next year it will be fixed on a warm temperature. We loved our room and Joyce was very kind and helpful. Definitely would recommend this place! Kenneth

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$160

Sandy Pointe #205

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

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$126

Great rentals within 20 miles that match your search

Executive Retreat Beautifully Appointed Pool Home in desirable Heritage Harbour

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 24 minutes

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$110

Beautiful Braden River Waterfront Retreat!

Bradenton house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 58 minutes

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$150

ZILLI VILLA

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 10

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$399

Twins Inn: 2-Bedroom Apartments Near Beach

Treasure Island apartment

2 bedrooms / 1 bathroom / sleeps 8

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$148

EXTREME POLYNESIAN BEACH HOUSE with BOAT/ KAYAKS

Longboat Key house

6 bedrooms / 6 bathrooms / sleeps 20

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$801

Vacation in Paradise... 'Living the Dream'

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$180

Large Modernized Home a Short Walk to Beach

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 9 minutes

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$401

Oceanfront Boating and Fishing, Private dock

Terra Ceia house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 38 minutes

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$182

Lovely 3 BR Home with Office & Heated Pool at Tara

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

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$143

SARASOTA : Paradise for golfers and beach lovers

Sarasota house

4 bedrooms / 3 bathrooms / sleeps 8

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$260

Pass-A-Grille Beach House

St. Pete Beach house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 48 minutes

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$166

New Listing - Sunset Vistas, 100% Direct Beach/Water Front! 2 bed/2 bath in FL

Treasure Island condo

2 bedrooms / 2 bathrooms / sleeps 6

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$287

1-bedroom apartment with Gulf View

Treasure Island apartment

1 bedroom / 1 bathroom / sleeps 5

“Great little spot” We loved this place. quiet opening to the beach and great location!Perfect for a family or just a couple. Loved the heated pool and Grills for cooking out!

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$297

Ultimate St Pete Beach Front Rental Condo #101

St. Pete Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Comfort and Convenience” We only stayed for 2 nights, but would not hesitate to rent here again. The location on St. Pete Beach was perfect. Even though there was temporary beach dredging going on in front of the condo this did not ruin our stay. The access to the beach was very convenient and there were less people and more room at this end, away from the larger hotels. The accomodations were just as pictured. Beautifully updated - everything clean as could be. All the conveniences were there and in working order. We look forward to the next time we can book a visit.

Responds fast! avg. 3 hours 58 minutes

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Price per night from

$249

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