Beach condo vacation rentals in Anna Maria Island

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Top-rated beach condo rentals in Anna Maria Island

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Guest favourite

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

$609 CAD per night

Superhost

Condo in Sarasota

4.8 out of 5 average rating, 199 reviews

Near beach. Pool view. King bed. Daily rentals

The ‘pool view’ overlooks the swimming pool & has a private covered porch for shade 1 bed 1 bath w/ private entrance. The bedroom has a king sized Tempurpedic mattress bed. The living room has a kitchenette area with a fridge, freezer, microwave, coffee maker and the essentials. There is a HD smart TV with cable and apps. Separate bedroom with King size Tempurpedic bed 3 mins walk to Crescent beach access You can walk to a great choice of places to eat and drink Max 2 guests No smoking, pets

Jan. 9 – 16

$163 CAD per night

Guest favourite

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.

Nov. 4 – 11

$164 CAD per night

Guest favourite

Condo in Madeira Beach

4.95 out of 5 average rating, 240 reviews

Steps Away 1st Floor-Bikes/Beach Access/ WI-FI

Exterminator inspection between guest with certificate provided. This ground floor apartment is located in a nine-unit condo complex. It's a few minutes walk to the lighted public crosswalk that crosses Gulf Blvd to the Madeira Beach Public Beach Access. The 385 sq. foot unit is perfect for two people. We are a mile from John's Pass Village. Limited beach equipment, bikes, beach towels, Wi-Fi, and Smart TV's included. Wireless WI-FI. Security latch on door. Four people will be tight.

Dec. 12 – 19

$211 CAD per night

Guest favourite

Condo in Longboat Key

4.93 out of 5 average rating, 144 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf of Mexico and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Oct. 27 – Nov. 3

$466 CAD per night

Guest favourite

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

$209 CAD per night

Guest favourite

Condo in Longboat Key

4.97 out of 5 average rating, 148 reviews

Charming Condo on the Coast!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with complimentary chairs and umbrellas. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

Dec. 14 – 21

$505 CAD per night

Guest favourite

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.

Apr. 20 – 27

$612 CAD per night

Guest favourite

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

$157 CAD per night

Guest favourite

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

$252 CAD per night

Guest favourite

Condo in Redington Beach

4.93 out of 5 average rating, 134 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

$160 CAD per night

Guest favourite

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

$418 CAD per night