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Vacation Rentals & Beach Rentals in Anna Maria Island

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175 beach rentals

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

2 bedrooms / 2 bathrooms / sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

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$173

2BR/2BA Bayfront Unit - Come watch the dolphins play

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

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$215

Great rentals within 20 miles that match your search

Private room in elegant 2/2 condo, 920 sf., 3 mi. to St. Pete Beach!

St. Petersburg private room

1 bedroom / 1 bathroom / sleeps 2

“Mr” The condo was clean and decorated nicely as advertised. Maria was very cordial as well as helpful. I don't think that you could ask for anything more. RD

Responds fast! avg. 1 hour 53 minutes

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$45

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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$379

March 21-28, 2020 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms / 2 bathrooms / sleeps 8

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$784

Queen Bed Room at Palm Grove Inn Downtown St Pete

St. Petersburg hotel apartment

1 bedroom / 1 bathroom / sleeps 2

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$392

Beachin' Bungalow

Madeira Beach bungalow

1 bedroom / 1 bathroom / sleeps 6

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$115

Beautiful Tradewinds, 2 Bedroom, 3 Bath Condo sleeps 10

St. Pete Beach condo

2 bedrooms / 3 bathrooms / sleeps 10

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$351

Sunset Suite

St. Pete Beach studio

Studio / 1 bathroom / sleeps 1

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$179

A Paradise for Golfers and Tennis players

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

“River strand condo” Been here 1 week and everything has been great. Owners are very helpful. River Strand has great golf, tennis, pools.

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$141

Seaplace Condo - 1975 GMD 104

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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$115

Beach Front Ocean Sands

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$365

Sarasota Palm Aire Country Club 2 br 2 bath with beautiful views

Sarasota condo

2 bedrooms / 2 bathrooms / sleeps 4

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$95

Sarasota Deluxe King Waterfront Suite

Sarasota condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 22 minutes

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$57

Clean and Comfy Vacation Condo

Madeira Beach condo

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 59 minutes

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$185

Shorewalk Condo Bradenton

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

“Great Condo” Great Condo in a good location. The condo has everything you will need and on arrival was clean and tidy. Nice decor with comfortable seating and beds. The kitchen is well supplied. A nice touch of leaving proper soap in the bathrooms and extra toilet rolls. Nice seats on the balcony overlooking the lake. Close to Publix supermarket and other shops and restaurants. A short drive to the beach. We have been coming to Shorewalk for over twenty years and this condo is one of the best. The only down side is no WIFI and the WIFI in the clubhouse didn’t work. It made internet usage tricky as being from the UK our 3G access in the USA is not great. Other than that we highly recommend this condo and hope to book again.

Responds fast! avg. 2 hours 38 minutes

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$114

Acorn Cottage - Casual Elegance & Lots of Elbow Room

St. Petersburg apartment

2 bedrooms / 1 bathroom / sleeps 3

“Rick and Angie are the best!” Had a fabulous week at the Acorn Cottage. I live in St. Pete and booked the cottage for my aunt to stay at while she was down from NC on vacation and I'm so glad I did. Rick and Angie were very hospitable, they had some great pamphlets explaining the different attractions around the St. Petersburg area, and even stocked the refrigerator with breakfast supplies for us. Most of my family was there throughout the week to visit my aunt, Angie and Rick were very laid back, kind, and patient with all of us (we can be a bit eccentric and loud). It was so much nicer than a stuffy hotel with people on either side of your room. I highly recommend a stay at the Acorn Cottage to anyone who is visiting the St. Petersburg area.

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$92

Florida Ocean Front Condo

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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$527

Condo on the Key

St. Petersburg apartment

2 bedrooms / 2 bathrooms / sleeps 3

“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.

Responds fast! avg. 37 minutes

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$139

Remodeled condo Ready for Spring

Madeira Beach condo

2 bedrooms / 2 bathrooms / sleeps 8

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$163

#5 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

1 bedroom / 1 bathroom / sleeps 4

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$143

Alice's Beach Bungalows Private Oasis TI, FL

Treasure Island bungalow

1 bedroom / 1 bathroom / sleeps 4

“Short vacation” Still on our short vacation. So far everything is perfect! Susan has been very helpful with any questions and has been there anytime we had needed her. Hot tub is great! Place is super clean and efficient.

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$195

Cozy Condo w/2 Pools! Near IMG Academy~Sandy Beaches~AMI~Restaurants~Attractions

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 32 minutes

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$121

Zilli Ocean Front 201 & Suite

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 42 minutes

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$252

Paradise Found! Amazing water views from your private balcony.

Madeira Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 45 minutes

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$143

Awesome Deal! Comfy Unit near Attractions, Beach, Pool, Gym, Parking

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 6

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$227

Wonderful Stay! Stunning Unit, Beach, Pool, Gym, Restaurant

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 6

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$227

Fantastic Deal! 2 Amazing Units, Beach, Pool, Gym, Parking

St. Pete Beach apartment

2 bedrooms / 2 bathrooms / sleeps 12

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$227

Amazing Find! 2 Lovely Units, Beach, Pool, Gym, Restaurant

St. Pete Beach apartment

2 bedrooms / 2 bathrooms / sleeps 12

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$227

Ultimate Beach Destination! 3 Stunning Units, Beach, Pool, Gym, Parking

St. Pete Beach apartment

3 bedrooms / 3 bathrooms / sleeps 18

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$227

Awesome Deal! 3 Lovely Units, Beach, Pool, Gym, Restaurant

St. Pete Beach apartment

3 bedrooms / 3 bathrooms / sleeps 18

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$227

Mad Beach 10% Savings March 1-15th. Book by Feb 15th!

Madeira Beach condo

2 bedrooms / 1 bathroom / sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

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$80

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$117

Beach front condo in Longboat Key

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 41 minutes

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$285

#10 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

1 bedroom / 1 bathroom / sleeps 6

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$159

SUPERB 2BR/2BA, POOL, HOT TUB,TENNIS, BBQ, CLOSE TO IMG, BEACHES

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 5

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$161

Zilli Ocean Front 202 & Suite

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 51 minutes

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$239

NEW LISTING! Two Comfy 2BR Units with Balcony, Right On The Beach, Pool

Treasure Island apartment

4 bedrooms / 4 bathrooms / sleeps 12

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$442

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rentals in Anna Maria Island

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