Waterfront holiday rentals in Holmes Beach

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Top-rated waterfront rentals in Holmes Beach

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Guest favourite

Home in Anna Maria

4.93 out of 5 average rating, 152 reviews

Private 30' Pool and Boat Dock - Rated best on AMI

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. * There's no better way to unwind and forget all your troubles than staying at Sunshine Cottage, located in the City of Anna Maria!

13–20 Aug

$655 SGD per night

Guest favourite

Home in Bradenton

4.94 out of 5 average rating, 153 reviews

Peaceful Braden River Oasis: Cottage

Come get away to this river retreat just outside of Lakewood Ranch. This property has three separate rental units on it including this charming single bedroom cottage with access to the river. It comes with everything you need to enjoy a wonderful vacation! The other units on this property are the Guest House, a larger studio unit 1 bed/1 bath sleeps 2 (Search Peaceful Braden River Oasis: Guest House) and the Main House, a 2 bed/2 bath sleeps 7 (search Peaceful Braden River Oasis: Main House).

13–20 Apr

$153 SGD per night

Guest favourite

Cottage in Bradenton

4.93 out of 5 average rating, 303 reviews

Historic Private King Bed Suite-Near Beach-D’Town.

Your relaxing vacation is here! Private Cottage with a huge deck. Wonderfully furnished with plush linens, beach towels/chairs. A great nights sleep with a king-size bed and pull-out couch which serves as 2nd bed. Private kitchen and bath. TV and fast WIFI. We are located in a historic and quiet neighborhood in DT Bradenton. There are 3 villas on our large corner property. Off street parking. Quiet times are between 10PM until 7:30AM. Please respect others. Walk to many great restaurants!

30 Dec – 6 Jan

$252 SGD per night

Guest favourite

Apartment in Longboat Key

4.93 out of 5 average rating, 145 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.

6–13 Nov

$415 SGD per night

Guest favourite

Apartment in Tierra Verde

4.96 out of 5 average rating, 238 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.

26–31 May

$170 SGD per night

Guest favourite

Apartment in Longboat Key

4.97 out of 5 average rating, 149 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!

22–29 Nov

$427 SGD per night

Guest favourite

Apartment in Bradenton Beach

4.91 out of 5 average rating, 131 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.

11–18 Dec

$446 SGD per night

Guest favourite

Home in Holmes Beach

4.9 out of 5 average rating, 21 reviews

Seaside Sunset- 3 beds, boat slip & sunset views

Waterfront home with big sunset views, private dock and boat slip, centrally located in Holmes Beach! 2 master suites plus bunkbed room. Just a half mile from the beach (3.5 blocks), and walking distance to the city park with tennis/pickleball courts, skate park, restaurants, bars, and shops. Covered patio and sunset views overlooking the water where manatees/ dolphins frequent. Catch fish off the backyard dock. Bikes, watersports, and beach toys provided. On trolley stop!

2–9 Sep

$389 SGD per night

Guest favourite

Guest house in Bradenton Beach

5.0 out of 5 average rating, 122 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

19–26 Jan

$356 SGD per night

Guest favourite

Home in Bradenton

4.98 out of 5 average rating, 197 reviews

My Sunny home on the Bay.

My Sunny Mobile Home is located within a 2 min. walk from the Palma Sola Bay right across from Anna Maria Island. Sit and enjoy the views on the little beach right on the bay. 5 min. drive to the most beautiful Gulf beaches. Watch the dolphins swim and relax on the beach. Snorkeling, fishing and great restaurants near by. Very quiet neighborhood with houses and mobile homes and close to everything for a relaxing vacation.

14–21 Jul

$200 SGD per night

Guest favourite

Apartment in Longboat Key

4.8 out of 5 average rating, 213 reviews

SRQ/Longboat Key Beach - kid friendly/romantic B1

Beachfront on beautiful Longboat Key, this condominium, unit 234, offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air.

29 Mar – 5 Apr

$263 SGD per night

Guest favourite

Flat in Bradenton Beach

4.92 out of 5 average rating, 263 reviews

Las Palmas Beach Rentals unit 3

Las Palmas located on Anna Maria Island just steps to the Gulf of Mexico. Close to restaurants and shopping. Kayak, fishing, diving, nature trails, guided tours and more! Loads of adventure the challenge will be to just relax at the beach and catch the sunsets. We offer luggage drop off if you arrive prior to the unit being ready.

28 Aug – 4 Sep

$326 SGD per night