Condo vacation rentals in Holmes Beach

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Top-rated condo rentals in Holmes Beach

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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

$615 CAD per night

Guest favourite

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.

Sep. 28 – Oct. 5

$305 CAD per night

Guest favourite

Condo in Redington Beach

4.97 out of 5 average rating, 457 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.

Dec. 23 – 30

$185 CAD per night

Guest favourite

Condo in Holmes Beach

4.93 out of 5 average rating, 140 reviews

Blanco at Sunset Villas on Anna Maria Island

Located just 200 steps from the beach you’ll have your feet in the sand in no time. A comfortable living area + fully equipped kitchen. The villa is furnished with beautiful island décor and local art. Everything you need including a heated pool, large patio with a Tiki hut, tropical gardens, plus a private outdoor area with a shower and grill for your comfort. Walk to everything – grocery, pharmacy, ice cream, bagels, breakfast, pizza, donuts, and the beach which is just 2 minutes away.

Sep. 17 – 24

$497 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.

Sep. 7 – 14

$471 CAD per night

Guest favourite

Condo in Holmes Beach

4.86 out of 5 average rating, 109 reviews

Steps from the beach

Perfect place to put your feet up and relax! One of four units in the condo gives your getaway a private feeling where you don't share the heated pool with many others, on a dead end road. The only unit overlooking the pool from the master bedroom. You'll be just one block from the beach making it tempting to go multiple times a day! The clean, modern decor makes it a great place for both short and long term visitors. Just a nature trail away from a grocery store, shops and restaurants.

Sep. 22 – 29

$402 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.

Jan. 5 – 12

$220 CAD per night

Guest favourite

Condo in Longboat Key

4.97 out of 5 average rating, 148 reviews

Direct Oceanview - Open May 13th & 14th, $185/nt!

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!

Nov. 11 – 18

$510 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.

Sep. 8 – 15

$477 CAD per night

Guest favourite

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. 26 – Oct. 3

$260 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

$422 CAD per night

Guest favourite

Condo in Bradenton

4.97 out of 5 average rating, 149 reviews

Shorewalk full condo AnnaMaria Beaches IMG

1174 sqft Shorewalk condo with 2-bedroom, 2 bath , kitchen and living room unit on desirable ground level with a beautiful lake view Within very short walking distance to grocery ,movies, shopping and dining, This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy

Sep. 14 – 21

$227 CAD per night