Clearwater Listings


featured Properties


Monthly $2,790 - $11,260

Condo 2BR (Sleeps 7) 2BA condo with Beachfront Balcony Pool, Hot Tub and Tennis, Pickleball or Shuffleboard Clearwater, Florida, Listing ID: 32393

Lighthouse Towers 1002 - Clearwater, FL Enchanting beachfront condo with tennis, pool, hot tub, & washer/dryer With an unbeatable view of the sparkling Gulf of Mexico, this west Florida condo awaits you and your loved ones to make unforgettable memories. Spend the...

  • Condo
  • 1464
  •  2
  •  2
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Monthly $18,760 - $23,904

3BR Bayview | Chef's Kitchen| Pool | Dock Clearwater, Florida, Listing ID: 32392

Island Estate Waterfront Villa - Clearwater, FL Smart home great for techies w/pool & spa, indoor/outdoor kitchens, game room There are few getaways this special when it comes to Clearwater, so treat the whole family or your best group of friends to an unforgettable...

  • House
  • 1736
  •  3
  •  4
Monthly $2,790 - $11,260

Condo 2BR (Sleeps 7) 2BA condo with Beachfront Balcony Pool, Hot Tub and Tennis, Pickleball or Shuffleboard Clearwater, Florida, Listing ID: 32393

Lighthouse Towers 1002 - Clearwater, FL Enchanting beachfront condo with tennis, pool, hot tub, & washer/dryer With an unbeatable view of the sparkling Gulf of Mexico, this west Florida condo awaits you and your loved ones to make unforgettable memories. Spend the...

  • Condo
  • 1464
  •  2
  •  2
Monthly $6,000 - $12,786

2/2.5 w/patio, views of the Intracoastal and backyard marina, w/Seaside Heated Pool, Hot Tub, Sauna, Fitness Center Clearwater, Florida, Listing ID: 33402

Spacious w/patio, views of the Intracoastal and backyard marina, on Mandalay Channel, with Seaside Heated Pool, Hot Tub, Sauna, Fitness Center and 2-story Clubhouse

*Complex restrictions apply. Only one guest per month and paperwork required 30 days prior to...

  • Condo
  • 1619
  •  2
  •  3
Monthly $3,600 - $5,618

Dog friendly 3BR | Patio | Yard | W/D | Central AC Clearwater, Florida, Listing ID: 33382

DOG FRIENDLY (Up to 4 dogs!) getaway with enclosed yard, central AC, & W/D - Snowbirds Welcome!!

Experience the Sunshine State at this ground-floor home away from home and treat your family to an unforgettable escape! This home is ideal for families with kids,...

  • House
  • 936
  •  3
  •  2

Similar Properties


Monthly $2,000

Now rented through winter 2024. Check back for winter 2025. Sebring, Florida, Listing ID: 24394

This cozy home features an open floor plan, brand new appliances, wood floors, and WIFI access. It can sleep up to 4 people in a comfortable queen size bed and two twins. Easy parking is available outside the front door. You can enjoy breakfast on the deck in a privately fenced...

  • Home
  • 1000-1200
  •  2
  •  1
Monthly $2,750 - $3,500

Beautifully Furnished Lakefront Condo. Available Winter Rental. Live in Paradise. 1 hour to Orlando Parks Sebring, Florida, Listing ID: 24648

Beautifully Furnished Condo. Master B/R - King Bed, Walkin closet, tv, prvt entrance to Lakefront Balcony, modern design, prvt bath with dual vanity, granite counters, travertine floor, garden spa tub and separate walk in travertine tile shower. 2nd B/R has a king bed, 3rd B/R...

  • Condo
  • 1400-1600
  •  3
  •  2

Seasonal Vacation Rental 55+ Gated Community Sarasota, FL Sarasota, Florida, Listing ID: 25021

April 2023 - Available Background check and age verification required. $30.00 Application Fee per person. This is non-pet, non-smoking rental. Includes all utilities, sales & tourism taxes, trash, maintenance, local TV, & wi-fi internet. TV in LR has a Roku for streaming...

  • Home
  • 1000
  •  2
  •  2

NEWLY RENOVATED! SARASOTA RENTAL HOME, 55+ BEAUTIFUL GATED COMMUNITY 2BR/2 BATH, ALL AMENITIES. Sarasota, Florida, Listing ID: 25028

PRICED TO SELL AND IS A STEAL!!! NO LONGER RENTING, THIS IS FOR SALE!! TURN KEY FURNISHED! A sunny, spacious 2/2 with enclosed porch has been nicely updated plus all newer big ticket items such as TPR roof with transferable warranty2021, CM central air 2017, 30 gal GE water...

  • Home
  • 1000-1200
  •  2
  •  2
Monthly $3,950

Large 4 bedroom home with pool, situated on 1.5 acres of land , quiet location large driveway with parking for RV Kissimmee, Florida, Listing ID: 25358

Property is situated on 1.5 acres of land, in a quiet area, It has a large private pool (heated at extra charge if required) with outside covered seating area The property has 4 large bedrooms with master bedroom having a dressing area, walk in wardrobe with en suite,...

  • Home
  • 2831 sq ft
  •  4
  •  3

Charming 3 bed/ 2 bath cottage in perfect location. Now available Jan/Feb/March 2025! 3 month minimum Englewood, Florida, Listing ID: 27061

Charming cottage in great location. All the comforts of home in this 3 bed/ 2 bath. Nice lanai and large private, fenced backyard. Less than half mile from Dearborn Street which has great restaurants/shops. Walking distance to thrift stores, boat dock and parks. Easy bike...

  • Home
  • 1172
  •  3
  •  2
Monthly $2,960

Villa Ansell is a spacious family home with South facing pool Davenport, Florida, Listing ID: 28139

This charming and attractively furnished home with 1737 sqft of fully air conditioned living area has a cheerful family room with integrated dining area with breakfast bar and looks onto the pool deck. The separate family area is just right for those looking for some peace...

  • Villa
  • 1737
  •  4
  •  2
Monthly $1,999

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

Timber Creek will feature resort-style amenities and a full portfolio of stylish homes, villas and Townhomes Fort Myers, Florida, Listing ID: 28440

**Snowbirds, Monthly and Long-Term Guests Welcome! Please contact the owner if interested in renting on a monthly or annual basis and we can discuss the home being furnished.** Brand new construction, also available for annual rental at Timber Creek. Property is located on...

  • Villa
  • 1564
  •  3
  •  2

Furnished 2 BR/2B Condo in Palm Harbor- AVAILABLE 6.15.24 - 12.31.24. NOT AVAILABLE 1.1.25 - 4.30.25 Tarpon Springs, Florida, Listing ID: 28978

NOT AVAILABLE 1.1.25- 4.30-25. MONTHLY RENTALS AVAILABLE; JUNE 15, 2024 - DECEMBER 31, 2024. (30 DAY MINIMUM) SUMMER RENTALS DISCOUNTED - ASK OWNER FOR DETAILS. $1800.00 - includes utilities! Beautifully decorated and fully furnished condo located in the quiet community...

  • Condo
  • 1400
  •  2
  •  2
Monthly $3,500

Come & Enjoy a beautiful, bright apartment with lake view from private balcony & many amenities Kissimmee, Florida, Listing ID: 29554

Your perfect Florida/Disney getaway starts here. Lovely condo fully furnished & equipped, ready for you and your family. An upstairs unit with private patio & spectacular water views of frequent visits  cranes, turtles and other fauna. Amenities including a beautiful clubhouse...

  • Apartment
  • 1220
  •  3
  •  2
Monthly $5,000 - $8,000

Newly renovated 2 bedroom gulf-front condo for monthly rental. Enjoy viewing the beach and sunsets from the balcony. Madeira Beach, Florida, Listing ID: 29857

This newly renovated 1100 sq. ft. condo faces the beach directly with a view of the beach through the balcony from the living room and master bedroom. The kitchen and the spare bedroom face the Intracoastal Waterway. There is a king-size bed in the master bedroom and two twin...

  • Condo
  • 1100
  •  2
  •  2

Amazing 5BR house in Gated Community w/ private pool, BBQ Grill and Garage for 2 Cars Kissimmee, Florida, Listing ID: 29997

Amazing 5-bedroom, 3.5-bathroom house in the gated community of Crystal Cove, sleeps 12 people, all furnished, free Wi-Fi, parking, private pool, BBQ Grill, bed sheets, towels, all included. All guests are welcome to use all the resort amenities free of charge. This house...

  • Home
  • 2351
  •  5
  •  3 1/2
Monthly $3,800 - $6,000

Brand New 6BR Home at the Best Resort w/ Private Pool, BBQ Grill & Resort Amenities!! Davenport, Florida, Listing ID: 29998

Luxury Brand New 6-bedroom, 5-bathroom vacation home at the best resort in Davenport - Champions Gate, sleeps 12 people, all furnished, free Wi-Fi, parking, private pool, BBQ Grill, bed sheets, towels, pack-n-play, highchair, crib all included. All guests are welcome to use all...

  • Home
  • 3275
  •  6
  •  5

Waterfront Single Family Home/ Large lot - enjoy the water view from oversized patio! Lake Placid, Florida, Listing ID: 30079

This house has been overhauled / new kitchen/ updated vanity/ toilets in bathrooms/ freshly painted/ new luxury vinyl flooring throughout house/ fully furnished- new beds- 1 king/ 1 queen/ dressers/ new couches/ new kitchen table/ new bay window cushions / a must see...

  • Home
  • 1500
  •  2
  •  2
Monthly $3,300

Bradenton Studio with private fenced in yard, close to Holmes beach, Anna Maria Island, and Manatee River. Bradenton, Florida, Listing ID: 30221

Relax, rejuvenate, and restore at this fully renovated and furnished studio! This gem is centrally located to everything in Bradenton! You will love the cozy beach-themed cottage! 10 mins from Anna Maria Island. Basic beach supplies provided. 5 mins from Blake Hospital. 10 mins...

  • Home
  • 450
  •  0
  •  1
Monthly $3,800

Wake up in the morning to the vibe of Dunedin, look out the kitchen window to the very active Pinellas Trail! Dunedin, Florida, Listing ID: 30435

Location!!! Don't miss the opportunity to Stay in the City of Dunedin, steps away from shops and restaurants! Wake up in the morning to the vibe of Dunedin, look out the kitchen window to the very active Pinellas Trail, walk across the trail for morning coffee or tea at your...

  • Home
  • 1118 approx.
  •  3
  •  2
Monthly $3,200

Barefoot Bay, a waterfront retreat nestled in the heart of Old Homosassa, Florida. Homosassa, Florida, Listing ID: 30532

Welcome to Barefoot Bay, a waterfront retreat nestled in the heart of Old Homosassa, Florida. This charming vacation rental offers an unforgettable experience with direct water access to the Homosassa River, Homosassa Springs, and the Gulf of Mexico. This spacious home boasts 3...

  • Home
  • 0
  •  3
  •  2
Monthly $2,000

Long term renters of 6 months or longer. Beautiful one bedroom, fully furnished, excellent, safe neighborhood. Orlando, Florida, Listing ID: 30659

One bedroom modern, fully furnished apartment attached to our home. You will have access to a parking spot on our driveway. Private entrance in the beautiful community of Hunters Creek in Orlando. Just bring your clothes and enjoy our home. Small pet is also welcome.

  • Home
  • 700
  •  0
  •  1

2bed/2 full Bath and one car garage Villa - One floor only NO stairs Private and not a through street in New Tampa Tampa, Florida, Listing ID: 30690

Great location off Bruce B Downs BLVD (Pebble Creek ) Property with one floor only and with new floors, paint and in a private street. Rent for longer than 4 months and discount will be provided.

  • Villa
  • 1283
  •  2
  •  2
Monthly $9,300 - $10,890

Welcome to Our Luxury Villa Near Walt Disney World Experience the Magic of Orlando, Florida Davenport, Florida, Listing ID: 30707

Indulge in the ultimate luxury getaway at our new, exquisitely designed villa, tailored with families in mind. Nestled in the heart of Florida, our enchanting retreat is located just a short 20-minute drive from the magical Walt Disney World Orlando and 40 minutes from the...

  • VILLA
  • 3600
  •  7
  •  6

Grandparents Orlando Dream Home! Brand New Construction, 6 Bedrooms! Perfect location to the airport and theme parks! Orlando, Florida, Listing ID: 30827

Brand New Construction Completed September 2023! 3-Car garage, covered pool lanai. https://www.pulte.com/homes/florida/orlando/orlando/isles-of-lake-nona-210302/upton-691988 This link above will show you the home, square footage, etc. Beautiful clubhouse with all...

  • House
  • 5,363
  •  6
  •  7
Monthly $2,950

Stylish 3 Bedroom Townhome, Resort Fees Included, Disney 9 miles Davenport, Florida, Listing ID: 31682

Stylish newly updated 3 bed/2.5 bath townhome on the popular Regal Palms resort, 9 miles to Disney World! Close to resort amenities (350 meters) including lazy river & water slide! Two king bedrooms & a two twin bed room with Smart TVs in all rooms - very large TV in the living...

  • Condo
  • 1300
  •  3
  •  2 1/2

New 2022 home waiting for You. Community Center includes infinity-edge, heated pool, tennis, pickleball. Venice, Florida, Listing ID: 31693

Our home is fully furnished and equipped. Toscana Isles is quite, gated community. Located: 15 minutes drive to Jetty Beach 15 minutes drive to Historic Venice Downtown 5 minutes drive to Publix and Sarasota Hospital 1 h drive to Tampa International Airport 30 minutes...

  • House
  • 2,000
  •  3
  •  2 1/2
Monthly $3,465 - $6,369

2BR 2.5BA Townhouse across from Beach. Pool with intracoastal water views, free parking, surrounded by dining options Indian Shores, Florida, Listing ID: 31721

Grab the flip-flops, sunscreen and the provided beach umbrella, chairs, and towels -- Indian Shores Beach is just across the street from this 2BR/2.5BA. You will be surrounded by multiple dining options -- from quaint cafes to fun pubs to local...

  • Condo
  • 1,084
  •  2
  •  2 1/2
Monthly $4,500

Beautiful brand new 2 BR, 2 Bath and a den condo. 2 golf membership is included in rental. Golf / Pond view. North Port, Florida, Listing ID: 31800

Stunning brand new 2nd floor 2 BR/ 2 bath + a Den condo in the highly sought after Wellen Park Golf and Country Club. The open floor plan allows views through to the screened-in lanai that overlooks the lake and golf course . Modern fully equipped Kitchen , Quartz and stainless...

  • Condo
  • 1355
  •  2
  •  2
Monthly $3,450

Beach Front Gulf of Mexico Condo for Rent! Beautiful view and ocean with pool and BBQ overlooking at the Gulf of Mexico. Redington Shores, Florida, Listing ID: 31821

Beach Front Gulf of Mexico Condo for Rent! Beautiful view and ocean with pool and BBQ looking at the Gulf of Mexico white, sandy beach Amenities include: Completely Remodeled 1 bedroom, 2 full bathroom condo with balcony. 1 high quality reclining headboard queen bedroom set. 1...

  • Condo
  • 960
  •  1
  •  2
Monthly $3,600 - $4,500

AVAILABLE APRIL 2024-APRIL 2025; TERMS NEGOTIABLE-IMPECCABLE,FULLY FURNISHED,SPACIOUS MODERN CONDO in PRIVATE COMMUNITY Fort Myers, Florida, Listing ID: 31869

First floor 3 bedroom, 3 bathroom condo in Fort Myers, available IMMEDIATELY. Perfect for a family or as a vacation retreat, this home is ideally located to enjoy beaches, cafes and restaurants, and shopping. Fifteen minutes from Sanibel Island, Fort Myers Beach, and downtown....

  • Condo
  • 1800
  •  3
  •  3

Gorgeous 4bd/3bath townhome with private pool at Champions Gate Resort Davenport, Florida, Listing ID: 31886

Amazing 4-bedroom, 3-bathroom Townhome at the best resort in Davenport - Champions Gate, sleeps 10 people, all furnished, free Wi-Fi, parking, private pool, BBQ Grill, bed sheets, towels, pack-n-play, highchair, all included. All guests are welcome to use all the resort...

  • Home
  • 1914
  •  4
  •  3

Amazing 4 bd/3.5 bath townhome at Regal Palms Resort Davenport, Florida, Listing ID: 31904

Beautiful 4 bedroom townhouse located in the popular Regal Palms Resort offering great amenities for adult and kids alike - featuring resort pool, lazy river, arcades and its own restaurant. This home has been upgraded recently. Please be aware there is $20 per home per night...

  • House
  • 1856
  •  4
  •  3 1/2

Gorgeous 4bd house with private pool, recently upgraded! Davenport, Florida, Listing ID: 31905

4 Bedroom / 3 Bath – 1,960 sq ft (183 sq meters) Lake Berkley Chic is a ground floor 4-bedroom vacation home located in Lake Berkley Resort in Kissimmee, FL. Within 10 minutes of Walt Disney World, this home is perfect to unwind during your visit to Central Florida. Your...

  • House
  • 1960
  •  4
  •  3
Monthly $11,400 - $13,530

3BR Sleeps 10, Fenced Patio & Pool w/Shower, Tiki Bar/Torches & Bikes, or Walk to Beach! Bluewaters Beach House Fort Myers Beach, Florida, Listing ID: 31907

The Fun Starts here! Bluewaters Beach House is rebuilt and ready for more fun in the sun. This perfectly located Mid Island gem is Old Florida Charm. Expect to be delighted by the charm and surprised by comfort. Bluewaters Beach House is filled with a light and happy coastal...

  • House
  • 1052
  •  3
  •  3
Monthly $15,450 - $17,220

3BR Canal-front Balcony Home Private Heated Pool & Hot Tub: Beach across street: Sunny Canal Fort Myers Beach, Florida, Listing ID: 31908

Looking for a unique waterfront home with a gorgeous private pool and spa to stay during your next Ft. Myers Beach vacation? Then look no further than 245 Carolina Ave! This home has an open floor plan, updated interior and gorgeous water views with a North End location that...

  • House
  • 1408
  •  3
  •  3
Monthly $5,430 - $5,910

2BR 2BA Home w/Fenced Pool Sleeps 8! Covered Parking, Walk to Beach: Blue Oasis Fort Myers Beach, Florida, Listing ID: 31909

Completely renovated and the vacation home of your dreams awaits you! This over-sized 2 bedroom/2 bathroom home will sleep up to 8 people very comfortably. The open-floor plan lends itself to family get togethers, game nights and so much more. Don’t want to hang with the...

  • House
  • 1260
  •  2
  •  2
Monthly $7,680 - $8,820

BOAT-FRIENDLY! 3BR Home Sleeps 10 w/Screened HEATED Pool, Pvt Beach Access/Gazebo, Boat Dock Across St., Foosball Table Fort Myers Beach, Florida, Listing ID: 31910

This beautifully remodeled pool home, pool is heated, is just a short walk to the beach and has gorgeous views of the bay across the street. The neighborhood shares a boat dock right across the street from the home and has its own private beach access and gazebo. Completely...

  • House
  • 1472
  •  3
  •  2
Monthly $8,250 - $9,330

2BR Home (Duplex) w/Screened Balcony Overlooking Private Fenced Pool & Hot Tub! Walk to Beach: Beach Bungalow 1 Fort Myers Beach, Florida, Listing ID: 31911

Beach Bungalow duplex
Welcome to the Beach Bungalow duplex, a charming tropical retreat nestled in the community of Fort Myers Beach. Situated just steps away from the shimmering shores of the Gulf of Mexico, this home provides easy access to the sandy beaches that...

  • House
  • 900
  •  2
  •  1
Monthly $8,250 - $9,840

Madeira Bay Resort I 1505 Madeira Beach, Florida, Listing ID: 31919

Top Reasons to Book: • Beach access directly across the street as well as on site fishing and charter boats. • Short stroll away from many shops and restaurants. • Property includes free WiFi and a shared outdoor pool with a beautiful sundeck. • Boat slips available...

  • Condo
  • 762
  •  2
  •  2
Monthly $6,330 - $8,070

Sunset Villas 3 Redington Shores, Florida, Listing ID: 31920

Top reasons to Book: • 4 total units for this building, the perfect getaway for the entire family! • TWO balconies per condo, one facing South overlooking the Gulf and one facing North. • Onsite heated pool & direct beach access. Experience true Florida living...

  • Condo
  • 1100
  •  2
  •  2
Monthly $7,260 - $8,310

Pelican Pointe 5B Indian Shores, Florida, Listing ID: 31921

Top Reasons to book this Lavish Beachfront Escape: • Two private balconies, enjoy panoramic views of the sugary white sands of Indians Shores. • Luxurious main suite with balcony access and a stunning view of the Gulf of Mexico. • Beautifully decorated throughout to...

  • House
  • 1200
  •  2
  •  2 1/2
Monthly $7,860 - $9,360

The Harbor Condo 303 - Premier Madeira Beach, Florida, Listing ID: 31922

The Harbor At Town Center is a brand new property in Madeira Beach! Top reasons to Book: • Private and beautifully furnished balcony overlooking the marina! • Just a block from beautiful, white sand Madeira Beach! • Wonderful amenities such as a heated pool and spa as...

  • Condo
  • 1570
  •  3
  •  2 1/2
Monthly $6,630 - $7,710

Salt Water Suites 01 - Coconut Palm 1BR Suite North Redington Beach, Florida, Listing ID: 31923

The Original Salt Water Suites property is a meticulously maintained property in the heart of North Redington Beach. The owners of the property have furnished and decorated these adorable, one of a kind 1BR and Studio Suites with so much love and attention to detail. We...

  • Condo
  • 600
  •  1
  •  1
Monthly $4,590 - $5,820

Beach Quarters #2 Gulfport, Florida, Listing ID: 31924

Top Reasons to Book: * 173 Yards to the Gulfport Beach Recreation Area * 5 Miles to St. Pete Beach * Pet Friendly up to 20lbs. (Additional Cost Applies) * On-Site Parking and Coin Laundry Facility * Walking Distance to many Restaurants, Art Galleries, and Boutiques *...

  • Condo
  • 600
  •  1
  •  1
Monthly $4,890 - $5,850

C1-Sea Turtle Madeira Beach, Florida, Listing ID: 31925

Top Reasons to Book: • Bring your fur baby too! This beachy cottage is pet-friendly! (additional fees apply) *NO DOGS ALLOWED IN POOL AREA* • Amenities include a shared shed with beach gear for the trip, an outdoor heated pool, a BBQ area and poolside tiki huts! •...

  • House
  • 500
  •  1
  •  1
Monthly $6,090 - $7,680

Land's End 1-404 Bay Front - Premier Treasure Island, Florida, Listing ID: 31926

Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your...

  • Condo
  • 800
  •  1
  •  1
Monthly $9,660 - $12,240

Land's End 10-202 Beach Front - Premier Treasure Island, Florida, Listing ID: 31927

Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your...

  • Condo
  • 1100
  •  2
  •  2

Sunset Beach House, 2 Bedroom, Sleeps 6, Gulf View, WiFi Sarasota, Florida, Listing ID: 31952

An exquisite, fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. This unit is in C Building with...

  • Condo
  • 1010
  •  2
  •  1/2
Monthly $3,800

The perfect Midcentury Bungalow in Orlando. Orlando, Florida, Listing ID: 31960

This warm and clean house is remodeled to the original period it was built. A walk back in time makes this home perfect for reflection and creativity. The living room, kitchen, laundry room, dining area, office space and bathroom are entirely redone to blend midcentury accents...

  • House
  • 1300
  •  3
  •  1
Monthly $6,510 - $17,750

2BR Oceanfront Dog Friendly | Deck Anna Maria, Florida, Listing ID: 32344

You'll be able to spot this adorable mint-green bungalow from down the street! This charming home's dazzling location backs up to the bay with wide-open views of the waves. Keep an eye out for dolphins from your deck or bring a book out to the beach chairs and stick your toes in...

  • House
  • 1300
  •  2
  •  2
Monthly $6,230 - $30,840

3BR Dog Friendly | Pool | Balcony | Game Room Anna Maria, Florida, Listing ID: 32345

A special time awaits you at this updated beach house on Anna Maria Island. Featuring a dog-friendly attitude, a private lagoon pool, and easy access to Bean Point Beach, this house will leave you dreaming about the tropics for weeks after your trip. Located at the tip of Anna...

  • House
  • 2000
  •  3
  •  2
Monthly $10,280 - $26,850

Breezy 3BR Waterview Dog Friendly | Pool | Dock Anna Maria, Florida, Listing ID: 32346

Retreat to your very own garden oasis at this three-bedroom Anna Maria home, a waterfront escape with a private dock on the canal, an outdoor pool, and an enviable location mere blocks from Bean Point Beach. You'll find this home on the serene North End of Anna Maria Island,...

  • House
  • 1750
  •  3
  •  2
Monthly $2,897 - $8,232

Elegant 2BR 1st-Floor Condo | Patio | Pool | AC Belleair Beach, Florida, Listing ID: 32348

*30-day minimum stay required or calendar month* Nestled next to famous Clearwater Beach, upscale Belleair Beach is one of the Gulf Coast's best-kept secrets if you are looking for an extended getaway from the hustle of the everyday. This gorgeous ground-floor condo offers...

  • Condo
  • 1085
  •  2
  •  2
Monthly $3,100 - $5,600

2BR Waterview Dog Friendly | Dock | Deck | W/D Bokeelia, Florida, Listing ID: 32351

Old Florida meets modern comfort and convenience in this charming Bokeelia home. There's a homey feel from the moment you step through the front door into the first of two comfortable seating areas, each with beachy touches, plenty of seating and flatscreen TVs with streaming...

  • House
  • 910
  •  2
  •  2
Monthly $2,770 - $9,620

2BR 2nd-Floor | Balcony | Pool | Washer/Dryer Bonita Springs, Florida, Listing ID: 32353

Welcome to this convenient condo in Bonita Springs! Recently renovated as of summer 2022, this is the perfect spot for families or couples. There is a private furnished balcony where you can enjoy your morning coffee or enjoy a romantic dinner in the evening. The condo is...

  • Condo
  • 1268
  •  2
  •  2
Monthly $5,365 - $11,484

3BR water view on golf course with pools & deck Bonita Springs, Florida, Listing ID: 32354

Tucked into a tropical garden setting at the edge of the Bonita Bay Golf Course, this three-bedroom condo provides beautiful space inside and out where you can relax with friends and family. This condo is on the ground floor of Waterford at Bonita Bay, a gated community offering...

  • Condo
  • 2293
  •  3
  •  3
Monthly $6,090 - $10,682

2BR Lakefront 1st-Floor | Patio | Pool Bonita Springs, Florida, Listing ID: 32355

Make your next vacation one you'll remember forever at this lakeside condo! For those who would like to enjoy the outdoors, try Riverwalk Park for a scenic walk along the water or a nearby charter for a relaxing ride. Head west to Bonita Beach and sink your feet into the sand...

  • Condo
  • 1256
  •  2
  •  2
Monthly $3,880 - $8,180

Walk Everywhere 2BR Dog Friendly | Patio Bonita Springs, Florida, Listing ID: 32356

In the heart of historic downtown Bonita Springs, you'll find the family- and dog-friendly Birdsong Cottage. Step out your front door and walk to Riverside Park, restaurants, coffeeshops, and bars, then hop in the car for a quick drive nine miles west to the beach. Kayak rentals...

  • House
  • 980
  •  2
  •  1
Monthly $1,990 - $5,370

Sunny 2BR 1st-Floor | Patio | Pool | Bradenton, Florida, Listing ID: 32357

Enjoy views of the adjacent pond from this bright and inviting, single-level condo. Prepare all your favorite recipes in the well-equipped, full kitchen and then dine together in the attached breakfast nook or over at the more formal table for six. Start your mornings off with...

  • Condo
  • 1174
  •  2
  •  2
Monthly $1,990 - $6,710

2BR | Washer/Dryer | Pool | Patio | Central AC Bradenton, Florida, Listing ID: 32358

It won't be easy to decide what to do first when you stay at this eclectic two-story townhome. The community pool is at your disposal the moment you step out the front door, and the complex is canal front so you can sit on the bench and take in the tranquil views as the boats...

  • Townhouse
  • 1336
  •  2
  •  2
Monthly $3,000 - $8,570

Charming 3BR Dog Friendly | Patio | W/D Bradenton, Florida, Listing ID: 32359

Welcome to your ultimate Florida getaway, the vacation you've been dreaming of! This lovely home is only a block-and-a-half away from the riverwalk and Manatee River, one-and-a-half miles from The Bishop Museum Of Science And Nature, and six miles from Bradenton Beach and Anna...

  • House
  • 1524
  •  3
  •  2
Monthly $6,750 - $11,800

Upscale 3BR Lakeview Dog Friendly | Pool | Balcony Bradenton, Florida, Listing ID: 32360

Golf course views and beautiful blue skies set the tone for this lovely home. Enjoy them both from your own private pool, complete with a lanai for extra comfort. When you're not lounging poolside, rinse off in the outdoor shower and head inside. Multiple relaxing spaces await,...

  • House
  • 3418
  •  3
  •  3