
Condo vacation rentals in Holmes Beach
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Top-rated condo rentals in Holmes Beach
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New Renovated Condo + Walk to Bay + 5-Min to AMI
Experience the ultimate beachside retreat in this newly renovated 1/1 condo, located within walking distance to the serene beauty of Palma Sola Causeway Parks Bayfront beach, jet-ski rentals, and horseback riding and also a quick drive/bike from the beaches of Anna Maria Island. This well-positioned condo offers the perfect balance of convenience and tranquility, providing easy access to the natural wonders of the island and the vibrant attractions nearby, including canal fishing, jet skis, etc.

Beachfront condo in paradise Anna Maria Island
You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

Beach Escape & Pool, steps to Beach & restaurants
One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

Tropical Beachfront Penthouse-Beach Cottages
Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High WiFi, Premium TV, Garage Parking, Private Beach, Pool & Spa.

A&A's Paradise near IMG & Anna Maria beaches
Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

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.

Short Stroll to the Surf! ~ Make Memories on AMI
Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

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.

KING Bed + AMI Beaches + Beach Gear!
🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

Oceanview on LBK: Open TU & WED, $219/nt + Fees!
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 loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

Luxury 3/3 Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

Shorewalk full condo IMG Beaches Anna Maria
1174 Sqft first floor 2 bedroom and 2 bathroom with a nice kitchen full condo in the beautiful Shorewalk community. Within very short walking distance to movies, groceries ,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
Popular amenities for Holmes Beach condo rentals
Weekly condo rentals

Ocean Way Unit 2 Beach Front

Lime Kiss A! 3 Bedroom, 2 Bathroom Home Just Acros

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Gorgeous Gulf Views - Beachfront 2BR/2B Condo

The Bungalow at Harbor Isle/Margaritaville Resort!

Peaceful Penthouse Escape | Oceanfront View & Pool

Beautiful Condo at Margaritaville 1 mile to AMI!

Hidden Pearl by Duncan Real Estate
Pet-friendly condo rentals

Sunshine house +6 min. from Siesta +heated pool

J&J Island Time

"The Merry Yacht" excellent location

Waterside Studio in the heart of TI, walk to beach

Heron's Hideaway- Studio by the bay!

Pool | Patio | Kitchen | Gym | Self Checkin | WiFi

Poolhouse 1/1, 4 min from Siesta

Sunny St. Pete Getaway with Dolphins
Condo rentals with a pool

Beachfront Condo with Stunning Sunset Views

Modern 1/1.5 Waterfront at The Strand

Wonderful Condo at Avalon - Fully Renovated!

Shorewalk “A Little Piece of Paradise”

Gulf View ~Heated pool~Renovated~Coconuts 2 bed!

6250 Holmes North Beach Village - Condo 2 Bedroom

1 block from beach + pool - Cayman Cay #102

Resort-Style Ground Floor Suite Heated Pool/Spa
Quick stats about condo rentals in Holmes Beach

Total vacation rentals
Explore 270 vacation rentals in Holmes Beach

Nightly prices starting at
Holmes Beach vacation rentals start at G$12,532 GYD per night before taxes and fees

Verified guest reviews
Over 3,660 verified reviews to help you choose

Family-friendly vacation rentals
220 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
250 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
270 of Holmes Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Holmes Beach rentals

4.7 Average rating
Holmes Beach stays receive an average rating of 4.7 out of 5 from guests
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