Condo vacation rentals in Anna Maria

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Top-rated condo rentals in Anna Maria

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Guest favorite

Condo in Holmes Beach

4.99 out of 5 average rating, 125 reviews

Beach Escape - Make Memories on Anna Maria Island!

Relax and unwind at this updated beach condo with a heated pool and outdoor shower overlooking a peaceful park. Very short stroll through the park and then about 150 steps to the white sand beach. Quaint condo community with only 8 units total. Wonderful couple escape or family getaway. Sleeps 2-6 guests. Private, covered 2 car parking. Laundry in unit. Storage room with beach wagon, beach chairs, and Weber grill. Location is a hidden gem close to everything you need for a relaxing island stay.

Apr 20 – 27

G$78,388 GYD per night

Guest favorite

Condo in Holmes Beach

4.98 out of 5 average rating, 108 reviews

NEW listing on AMI! Walk to fabulous beach front!

Updated, well appointed, clean and comfortable, my unit at Sandy Pointe II is in a secluded setting just a few minutes walk to a less crowded, quieter section of beautiful AMI beach. From here the Island is at your fingertips! Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! A FREE Island trolly stop is steps from our entrance with grocery, drug store, beach shops and so much more just across E Bay Dr.

Dec 21 – 28

G$49,651 GYD per night

Guest favorite

Condo in Redington Beach

4.97 out of 5 average rating, 458 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Apr 12 – 19

G$29,586 GYD per night

Guest favorite

Condo in Tierra Verde

4.96 out of 5 average rating, 237 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

Dec 14 – 21

G$27,390 GYD per night

Guest favorite

Condo in Bradenton Beach

4.91 out of 5 average rating, 129 reviews

Beachfront condo in paradise

Relax, you made it, you’re at the beach now. No fighting traffic for 90 minutes to get over the drawbridge to Anna Maria Island and driving around looking for a spot to park. You only have to go down 14 stairs from this second floor condo to have your toes in the powder soft sand. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway whether it be an anniversary, birthday, or some overdue R&R. Or bring the kids for a fun stay at the beach.

Nov 21 – 28

G$68,109 GYD per night

Guest favorite

Condo in St. Pete Beach

4.9 out of 5 average rating, 155 reviews

Beach-Goers Paradise Getaway! Pool! Sun! Fun!

Spacious 2nd floor studio w/ King bed, full kitchen, a balcony & Gulf views from multiple windows! The location of this condo is unbeatable, head right out the door and step across to the sand, a 10 second walk. Once you enter the condo, you will see a bar top to sit or work at and the full bath down the hall to the right. Straight ahead is the open living space which contains the bed, sleeper sofa and fully equipped kitchen. Plenty of room to rest & relax after a beautiful beach day!

Sep 16 – 23

G$30,355 GYD per night

Guest favorite

Condo in Bradenton

4.94 out of 5 average rating, 108 reviews

Newly remodeled cozy 2 bed/2.5 bath townhome

Fully renovated 2 bedroom/2.5 bathroom townhome nestled in a quiet, gated community in Bradenton between I-75 and some of the best beaches in the country. My townhome features 2 bedrooms (queen size) with en suite bathrooms. Beds are queen size. Amenities in the neighborhood include: large heated pool, tennis and basketball courts, playground, volleyball area, sport field, and designated parking spot steps away from the front door. Non-numbered guest parking is also available.

Sep 19 – 26

G$30,352 GYD per night

Guest favorite

Condo in Redington Beach

4.94 out of 5 average rating, 356 reviews

Beach Condo, Heated Pool, 2 Minute Walk to Ocean

🏌️‍♂️ Golf courses only 15 minutes away! 🏝 Beach 2 minute walk! 💻 Free WIFI, cable TV, Netflix! 🍤 5 minute walk from dine-in restaurant 🏊🏻‍♂️ Private heated saltwater pool literally right outside your room 🏠 Kitchenette and full refrigerator, on-site washer/dryer, beautiful gated courtyard with grill, sun chairs and umbrellas 🏖 Beach chairs, umbrella, and cooler included 🚲 Rent bicycles and jet skis nearby ✈️ 25 minutes from PIE airport ✈️ 35 minutes from TPA airport

Aug 2 – 9

G$20,103 GYD per night

Guest favorite

Condo in Indian Shores

4.96 out of 5 average rating, 143 reviews

1 BR direct beachfront! Now avail. 8/29-9/11.

Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.

Dec 4 – 11

G$30,633 GYD per night

Guest favorite

Condo in Redington Beach

4.92 out of 5 average rating, 133 reviews

Quiet, Beachy Poolside Studio/1 Min Walk to Beach

Enjoy a relaxing Key West vibe in our fun and beachy 2-person studio efficiency! No beach crowds, traffic stress or parking worries - just pure paradise. What Guests Love Most: - Ground floor unit in quiet corner - Steps to sparkling, heated pool - 1-minute walk to beach and back - Quiet, relaxing courtyard with grill - Efficiency kitchen - Upscale neighborhood for walking - Short walk to Conch Republic bar & grill, the locals #1 favorite - Beach trolley transport

Nov 7 – 14

G$19,813 GYD per night

Guest favorite

Condo in Holmes Beach

4.96 out of 5 average rating, 116 reviews

Beautiful beachfront condo for perfect vacation

Beautiful, cozy, elegantly furnished, spacious (1350 sqf with a large terrace), beachfront, 2 bedroom - 2 bathroom condominium, in the best managed, boutique-style gulf front residential complex on Anna Maria Island in Florida for an ideal vacation. Heated pool and hot tub, 2 tennis courts, 2 elevators, top floor unit, high speed internet, washer/dryer in unit, beach chairs, close to supermarket (Publix) and restaurants, free island trolley, rich cultural life.

Jul 20 – 27

G$53,462 GYD per night

Guest favorite

Condo in St. Pete Beach

4.91 out of 5 average rating, 209 reviews

Sunset Beach Condo in Treasure Island

Enjoy a beach getaway in this newly renovated 1 bedroom/1 bath (one queen, twin pull out sofa and single bed foldout) condo with partial water views. This top floor condo (2nd floor) is equipped with new stainless steel appliances, new dishwasher and beach front pool. The perfect relaxation! Great view from the balcony. Across the street from the beach. Harbor House in Sunset Beach, is located on the southern tip of Treasure Island.

Nov 6 – 13

G$25,398 GYD per night