Holmes Beach, Florida Listings

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Monthly Rent $3600.00 - $6700.00

Delightful condo w/shared pool, two lanais - walk to beach, dining, shopping! Holmes Beach, Florida, Listing ID: 25768

This delightful two-bedroom condo in Holmes Beach offers a shared pool, two screened lanais, and easy access to the beach, dining, and shopping, providing everyone a relaxing, stress-free island life experience. You'll be located on central Anna Maria Island, close enough to...

  • Condo
  • 1157
  •  0
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2000.00 - $4500.00

Peaceful condo w/ shared pool, tennis, fishing dock, & tennis - serenity awaits! Holmes Beach, Florida, Listing ID: 25971

Come luxuriate in the island life and revel in the resort feel of this peaceful two-bedroom condo on Anna Maria Island. You'll enjoy amenities like a large heated swimming pool, community tennis courts, and fishing docks on the bay, as well as close proximity to the beach. This...

  • Condo
  • 1458
  •  2
  •  2
Monthly Rent $4000.00 - $6100.00

Ocean-front condo w/ shared pool & Gulf views - steps from the beach! Holmes Beach, Florida, Listing ID: 25975

Treat yourself to a magical Florida getaway with this oceanfront condo. Enjoy access to a shared pool, a great location just steps from the white-sand beach, and an enclosed lanai with a front-row seat to tropical sunsets over the Gulf. Set in a prime spot on the west coast...

  • Condo
  • 1057
  •  2
  •  2

West Winds Condo - Seaside, family-friendly condo with shared pool and prime location! Holmes Beach, Florida, Listing ID: 25979

Come enjoy this family-friendly condo that puts you right in the heart of the Holmes Beach action! This updated pool-view home boasts room for the whole family, shared pool access, and a seaside location that gives you the beach as your playground. Located in the quiet,...

  • Condo
  • 1281
  •  2
  •  2

West Winds Condo - Charming gulf front condo w/ shared pool & view - near dining, shopping, sights! Holmes Beach, Florida, Listing ID: 25981

This charming beachside condo on Anna Maria Island offers the quintessential Florida experience. Enjoy a shared pool, screened lanai, lovely views, and close proximity to dining, shopping, and seven miles of white sand beaches! You'll be nestled in the West Winds community,...

  • Condo
  • 1281
  •  2
  •  2

Cozy, waterfront bungalow with vintage flair - dogs are welcome! Holmes Beach, Florida, Listing ID: 25984

If you're coming to Anna Maria Island for your next vacation, stay in this cozy, modern home with immediate beach access, close proximity to dining, and the free, air-conditioned trolley that travels nearly the entire expanse of the island. Park in the one-car garage and leave...

  • Beach Home
  • 2718
  •  3
  •  3 1/2
Monthly Rent $1200.00 - $5600.00

Spacious canal-front house with private pool & private dock - beaches nearby! Holmes Beach, Florida, Listing ID: 25989

Bask in the sun and forget all your worries when you stay at this comfortable house on Anna Maria Island. Featuring a private heated pool, canal views, and your own private dock, you'll have everything you need for the island getaway of your dreams. Located directly on a...

  • Home
  • 1494
  •  2
  •  2
Monthly Rent $2800.00 - $5700.00

Beachside condo with shared pool - close to the beach and local attractions Holmes Beach, Florida, Listing ID: 25994

Leave your worries at home and pack up the whole family for a fabulous vacation in the heart of Holmes Beach. Offering a shared pool and a location that puts you just steps from the golden Florida coast, this welcoming seaside home is perfect for a small family getaway or a...

  • Condo
  • 1259
  •  2
  •  2
Monthly Rent $3600.00 - $4000.00

Bayfront Holmes Beach escape w/shared pool, dock access & views Holmes Beach, Florida, Listing ID: 26848

Leave your worries behind and retreat to this stylish, bayfront Holmes Beach getaway. Enjoy dock access and a shared pristine pool. This home is perfect for a couple's vacation or a small family to enjoy. What's nearby: Offering direct water access and a great location less...

  • Condo
  • 917
  •  0
  •  1
Monthly Rent $7974.00 - $10000.00

Bayfront & dog-friendly home w/private boat dock, pool & spa Holmes Beach, Florida, Listing ID: 26864

This newly remodeled, single-level home is dog-friendly, while boasting great amenities such as a private, heated pool, a spa, and a boat dock. The furnished backyard is the perfect place to fire up the grill for barbecues while taking in a great view of the bay. What's...

  • Home
  • 2255
  •  3
  •  3
Details No Image Available

$Multi-Month Discount!

Monthly Rent $4500.00

Anna Maria Island waterfront view, quiet but can walk to stores, this unit always rents, 1 block to white sand beach, Holmes Beach, Florida, Listing ID: 27943

Lovely beach vibe condo on beautiful Anna Maria island with 180 view of Tampa Bay and inter coastal waterway. Watch kite surfers, kayaks, sailboats, yachts, lots of birds. Rent kayaks, bikes, paddle boards etc. Ride free island trolley to lots of restaurants, great shopping,...

  • Condo
  • 1250 sq. feet
  •  2
  •  2

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Monthly Rent $2400.00 - $2900.00

Suite features master bedroom with king bed, 2nd bedroom with queen bed, 2 bathroom, living room area, and full kitchen. Orlando, Florida, Listing ID: 28280

Sonesta ES Suites is an all-suite hotel that offers apartment-style one and two bedroom suites with all of the comforts of home. The suites include fully equipped kitchens, separate living and bedroom area, as well as a dining area. Suite option include one-bedroom/one-bath...

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$Multi-Month Discount!

Monthly Rent $3000.00

Located at Regal Palms Resort & Spa; Davenport, Florida. Resort amenities; pools, gym,volleyball court, lazy river. Davenport, Florida, Listing ID: 28282

Situated in phase one, just 3 minutes walk from POOL & clubhouse at the Regal Palms Resort & Spa; Davenport, Florida. There is a resort fee of $20(+tax)/day/household charged by the Resort to access the club facilities. This includes unlimited access to the pools, water slide,...

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Details No Image Available

$Multi-Month Discount!

Monthly Rent $1600.00 - $1900.00

Villa HunnyPot is a family owned, 4 bedroom air conditioned, luxury, self-catering lakeside villa with a private pool Kissimmee, Florida, Listing ID: 28318

Welcome to Villa HunnyPot As you approach Villa HunnyPot you’ll find yourself on a quiet street in the peaceful and secure gated community of Sunset Lakes. Our private driveway provides shaded parking for two cars. Sunset Lakes offers guests a communal pool, children’s...

  • Villa
  • 2750
  •  4
  •  1 1/2

Beachside Condo freshly updated, world class sunsets on white sandy beach of Treasure Island Treasure Island, Florida, Listing ID: 28327

Beachfront condo. Quiet and private. Out the front door and you're on the beach! ***PLEASE NOTE POOL IS CLOSED IN JANUARY FOR RENOVATION. IT IS EXPECTED TO REOPEN AGAIN IN MARCH*** BUT DON'T FORGET YOU ARE STEPS FROM THE BEACH :) The Sunset Chateau condo complex is situated...

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  • 590
  •  1
  •  1
Monthly Rent $3800.00

Beautiful, peaceful intercoastal sunrise views! Perfect snowbird couple getaway! St Pete Beach, Florida, Listing ID: 28331

The Sylvette Condominiums are located just 2 blocks from the Gulf waters and pristine sand of St. Pete Beach! Endless restaurant options within walking distance. Enjoy the peace and quiet of the intercoastal waterway views from the privacy of the screened in lanai. Swim in...

  • Condo
  • 1015
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3000.00

Seaside living at it's best! Saint Petersburg, Florida, Listing ID: 28338

Ideal location on the glistening water with amazing sunsets where the dolphin watching never gets old! Comfortable, cozy, clean and fully stocked with all the comforts of home. The ground floor condo has all the modern finishes and coastal decor. Free Wifi, and cable. TV's in...

  • Condo
  • 720
  •  2
  •  1
Details No Image Available

$Multi-Month Discount!

Monthly Rent $1350.00

Comfortable rooms near main attractions such as Universal, Icon, Millenia, Fun Spot and so much more! Orlando, Florida, Listing ID: 28348

Combining comfort and convenience, Four Points by Sheraton Orlando International Drive presents spacious rooms, unique on-site dining and a location near some of the area's finest treasures. As an Official Universal Partner Hotel, we offer a complimentary shuttle to Universal...

  • Hotel
  • 460
  •  0
  •  1
Monthly Rent $1700.00

Sometimes life requires a temporary solution. Flex Stay is pleased to offer you short term and long term housing. Tampa, Florida, Listing ID: 28352

Sometimes life requires a temporary solution. Flex Stay is pleased to offer you short term and long term housing. Need temporarily relocation for a job, visiting family for an extended stay, or just want to get away, take advantage of our fully-furnished short term and mid term...

  • Apartment
  • 650
  •  1
  •  1
Monthly Rent $1999.00

Spacious home, friendly community next to pool. Overlooks pond, close to beaches. Less than 2 hours from Disneyworld Bradenton, Florida, Listing ID: 28358

Wonderful 2 bedrooms, 2 full baths home, in great location. Excellent for snowbirds or a month to month fantastic get-a-way!! This is a spacious home with a large combination living room, dining room area. Fully furnished located right beside the community pool and shuffleboard....

  • Beach Home
  • 1000
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2000.00

Beautiful new holiday home with private swimming pool in the garden suitable for 6 people Lake Wales, Florida, Listing ID: 28365

3 bedrooms, 2 bathrooms, air conditioning, luxury equipment Our luxury vacation home is located in Lake Wales, centrally in Florida, in the middle of the orange plantations. The house has 3 bedrooms, 2 bathrooms and is fully equipped with all the luxury you want for a...

  • Villa
  • 0
  •  3
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2400.00

Spacious 4bd/4bath at Heritage Keyes Villas, gated community, pool, hot tub, fitness center and clubhouse. Kissimmee, Florida, Listing ID: 28370

Spacious 4 bedroom 3.5 bath, 2 master bedrooms, one on 1st floor. Easy access to Florida Turn Pike. Perfect for Snowbirds! Live on the 1st floor and guests can visit and stay on the 2nd floor. Screened in porch, double oven, all kitchen items included, handicap accessible &...

  • Villa
  • 1800
  •  4
  •  3 1/2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $4200.00

3-story Townhome with Intracoastal view! Steps to the beach! Indian Rocks Beach, Florida, Listing ID: 28383

Enjoy a spectacular Florida vacation in this recently renovated 3 story townhome nestled in the heart of the Indian Rocks Beach community. Beautifully decorated with modern touches and guests' ultimate comfort in mind. This recently renovated home features 3 bedrooms, each with...

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  • 1656
  •  3
  •  3
Details No Image Available

$Multi-Month Discount!

Monthly Rent $3500.00 - $5000.00

Modern second floor coach home with award-winning Player's Club and Spa. 3 bedrooms and 2 bath. 15 min drive to beach. Naples, Florida, Listing ID: 28409

Enjoy membership at the award-winning Player's Club and Spa which provides 13 tennis courts for the competitive or casual player, two resort saltwater pools with waterfalls, jacuzzi, lap pool, bocce courts, full-service spa, sauna, steam room, fitness center, full-service dining...

  • Home
  • 2400
  •  3
  •  2
Details No Image Available

$Multi-Month Discount!

Details No Image Available

$Multi-Month Discount!

beautiful lake front 1 bedroom Auburndale, Florida, Listing ID: 28415

beautiful private lake front just feet from the water

  • Apartment
  • 400
  •  1
  •  1
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2500.00 - $4200.00

Stunning 2 Bed 2Bath+Den Minutes Away From Beautiful White Sand Beaches Naples, Florida, Listing ID: 28416

This is your Seasonal and Off Season Rental - No need to look any further! This immaculate 2 bedroom + den allows ample space for you and your guests. Split bedrooms offers privacy as well as an ensuite Master bathroom. Enjoy peace and solitute from your large lanai with access...

  • Condo
  • 0
  •  2
  •  2
Details No Image Available

$Multi-Month Discount!

Monthly Rent $2300.00 - $3800.00

Immaculate 3-Bed,2-Bath newly remodeled villa that lives like a single family home minutes from beaches, dining & Marco Naples, Florida, Listing ID: 28418

This immaculate newly remodeled 1350 sf, 3-bedroom, 2-bathroom villa in South Naples’ Shadowood Villas lives like a single-family home with one shared wall. Features open concept main level living, vaulted ceilings, attached 2-car garage, south facing screened lanai (both...

  • Villa
  • 1350
  •  3
  •  2
Monthly Rent $1999.00

WATERFRONT CONDO! 3BD/2BA with Boat Slip Crystal River, Florida, Listing ID: 28420

90 DAY MINIMUM RENTAL, NO PETS, NO SMOKERS Beautiful waterfront condo directly on Hunter Springs Run - the best location in Crystal River! The entire condo is comfortably furnished. You'll find everything you need to enjoy your stay in Crystal River! Watch manatees,...

  • Condo
  • 1600
  •  3
  •  2