
Condo vacation rentals in Holmes Beach
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Top-rated condo rentals in Holmes Beach
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Gulf front best sunset views, 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.

Steps to the beach! Condo with pool at The Terrace
Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

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.

#terraceLIFE | 2 Blocks to Beach | Heated Pool
Escape to our cozy beachside retreat, steps from the sand! Retire your car to the garage, fill the wagon w/beach supplies & head to the shoreline for sunset. Spend time sipping coffee on one of the 3 balconies or cooling off in the pool with the lush landscape. There's no better way to relax & enjoy AMI! Bedrooms on 2nd floor give the main level separation from sleeping babies or kids watching cartoons. Forgot something? Walgreens is right next door along with restaurants, shops and more!

Island Time on LBK!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! 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 secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

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.

Holmes Beach - literally a few steps to the beach
Our second-floor condo is located in Holmes Beach within a beachfront condo community that sits directly on the shores of the Gulf of Mexico in Holmes Beach. This 2 bedroom 2 bath condo has a full kitchen with all modern conveniences. Enjoy your morning coffee or your evening dinner on your private outdoor balcony. This recently renovated condo is perfectly situated overlooking the pool and just steps away from the beautiful sandy beach of Anna Maria and also a pickleball court.

NEW listing on AMI! Walk to fabulous beach front!
Updated, well appointed, clean & comfortable. Sandy Pointe II is in a secluded setting, an easy walk to a less crowded, quieter section of beautiful AMI beach. Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! *NOTE- This unit is a walk-up, no elevator. 33 steps, spaced with 3 landings VRC # 20-000-272 Minimum stay 7 nights, Adult occupancy/4 , parking 2 vehicles & Quiet hours, 10 PM untill 7 AM

New! Beachfront Paradise! ~Heated Pool! Top Floor
🌴 Welcome to Coconuts 109 – Your Luxurious Gulf-Front Getaway 🌊 This second-level, direct Gulf-front retreat offers breathtaking views and unbeatable beach access. Sleep soundly in a king bed or queen sleeper with premium linens. Enjoy a fully stocked kitchen, in-unit washer/dryer, walk-in shower with toiletries, and open living space with Gulf views. Relax on the screened balcony, unwind by the shared heated pool, and grill poolside—perfect for a serene beach escape! 🏖️✨

Blanco and Sunset Villas on Anna Maria Island
Back Open Jan '25! 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. Furnished with 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 for your comfort. Walk to everything – grocery, pharmacy, ice cream, breakfast, pizza, donuts, and the beach which is less than 2 minutes away.

KING Bed + Anna Maria Island Beaches + Beach Gear!
⚓️🦩Welcome to the Coastal Flamingo! Your nautical 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 coastal escape!
Popular amenities for Holmes Beach condo rentals
Weekly condo rentals

Tradewinds Deluxe North Cottage

Bay View CLOSE to Beach Shops, Restaurants, Marina

Two Shell Cove - Beachfront - Amazing Remodel - I

Pelican Place at The Nautilus · Tennis & Picklebal

Cool Breeze by Beach Boutique Rentals

Bayfront • Rehabbed • Pickleball • Private Beach

BeachView Condo #8 - Anna Maria Island - Condo 2 B

Great Location, walk to everything
Pet-friendly condo rentals

Blue Lagoon 3 - Egret on Anna Maria Island

Short walk to beach 4, King bed, Dog Friendly

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Casa de B.O.B ... Best on Beach

Resort living in paradise

AMI Bridgeport 202 -Beach View Retreat+Resort Pool

Walk to Beach, Bars, and Restaurants Nearby

Luxury Seashell Oceanfront Condo with Pool
Condo rentals with a pool

LimeKiss A! 3 Bed 2 Bath Condo Quick Walk to Beach

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Lovely Beach View Condo on Anna Maria Island

Modern Coastal Escape • Private Beach Access

Beach Front at “The Shore”

Coquina Moorings Beach / Bay Condo

Beachfront Getaway on Anna Maria Island

Waterfront Coastal Retreat | Steps from LBK Beach
When is the best time to visit Holmes Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 219 | € 262 | € 298 | € 238 | € 182 | € 200 | € 194 | € 158 | € 151 | € 148 | € 178 | € 195 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about condo rentals in Holmes Beach

Total vacation rentals
Explore 260 vacation rentals in Holmes Beach

Nightly prices starting at
Holmes Beach vacation rentals start at € 95 per night before taxes and fees

Verified guest reviews
Over 3,670 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
250 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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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
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- Busch Gardens Tampa Bay
- John's Pass
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