Wellington, FL Houses for Rent with Community Pool

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  $14,750 Per Month

  • 4 Beds
  • 4 Baths
  • 3,333 Sq Ft
  • House for Rent

  14780 Horseshoe Trace, Wellington, FL 33414

  Experience refined living in this luxury estate in Wellington, just minutes from the Winter Equestrian Festival. This elegant residence offers spacious interiors filled with natural light, high ceilings, and seamless indoor-outdoor living. The gourmet kitchen, generously sized bedrooms, and well-appointed bathrooms provide comfort and style throughout. Enjoy a private outdoor retreat perfect for

  Anel Molina Xcellence

  14780 Horseshoe Trace, Wellington, FL 33414
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  $4,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,152 Sq Ft
  • House for Rent

  4194 Bluff Harbor Way, Wellington, FL 33449

  Beautifully upgraded & impeccably maintained 3BR+Loft/2.5BA/2CG contemporary home with tranquil private lake views in highly sought-after gated community, The Isles. Desirable floor plan feat: first-floor primary suite with spacious primary bath/Jacuzzi tub and a versatile loft that can easily serve as a den, office, or flex space. Upgraded kitchen with stainless steel appliances, quartz

  Denise Gobin Compass Florida, LLC

  4194 Bluff Harbor Way, Wellington, FL 33449
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  $5,800 Per Month

  • 4 Beds
  • 3.5 Baths
  • 3,216 Sq Ft
  • House for Rent

  1238 Bay View Way, Wellington, FL 33414

  Explore this beautiful 4-bedroom, 3.5-bath rental home in the gated community of Black Diamond. Recently, the pool surface was upgraded, adding to its appeal. Enjoy stunning views of the lake and your private pool from many rooms throughout the house.This home offers numerous upgrades, including a new freestanding wooden pergola, perfect for outdoor entertaining. The first floor features elegant

  Evelyn Yang KW Reserve

  1238 Bay View Way, Wellington, FL 33414
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  $12,000 Per Month

  • 5 Beds
  • 3.5 Baths
  • 3,136 Sq Ft
  • House for Rent

  2400 Seaford Dr, Wellington, FL 33414

  AVAILABLE FOR 2026/2027 WINTER SEASON! Spacious and stunning 5-bedroom, 3.5-bath single-family home available for seasonal rental. Enjoy a private heated pool with screened lanai and plenty of room to relax and entertain. Golf cart included for easy trips to the horse show. Located in a no HOA community, offering privacy and flexibility. Pet friendly on a case-by-case basis. Conveniently located

  Francesca Damasceno LPT Realty, LLC

  2400 Seaford Dr, Wellington, FL 33414
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  $8,850 Per Month

  • 5 Beds
  • 4.5 Baths
  • 4,976 Sq Ft
  • House for Rent

  14471 Paddock Dr, Wellington, FL 33414

  One-of-a-kind Paddock Park estate offering the ultimate equestrian lifestyle on 1.16 acres for ultimate privacy. Spanning 4,976 square feet under air, this expansive single-family residence features soaring ceilings, a desirable split floor plan, and exceptional privacy throughout. The upstairs functions as its own private secondary suite complete with a full kitchen and living area—ideal for

  STK Exclusive Compass Florida LLC

  14471 Paddock Dr, Wellington, FL 33414
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  $6,250 Per Month

  • 5 Beds
  • 3 Baths
  • 2,487 Sq Ft
  • House for Rent

  1123 Northumberland Ct, Wellington, FL 33414

  Discover your ideal furnished or unfurnished annual or seasonal rental in the heart of Wellington! This fully furnished home is just minutes away from shopping centers, restaurants, schools, and all things equestrian! Perfect for entertaining, it boasts a pool, BBQ area, bocce ball court, and a ping pong and pool table. The spacious layout includes a primary suite and two additional bedrooms on

  Sheer Levitin Engel & Volkers Wellington

  1123 Northumberland Ct, Wellington, FL 33414
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  $25,000 Per Month

  • 6 Beds
  • 4.5 Baths
  • 4,350 Sq Ft
  • House for Rent

  12270 Sunnydale Dr, Wellington, FL 33414

  Refined residence offering dual primary bedroom suites, including one on the ground level and one upstairs, providing exceptional flexibility for sophisticated living. This impeccably designed home features 6 bedrooms and 4.5 bathrooms, blending elegance with everyday functionality. Rich laminate and hardwood flooring extend throughout, complemented by impact windows for enhanced security and

  Philip Gutman PGutman, LLC

  12270 Sunnydale Dr, Wellington, FL 33414
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  $9,000 Per Month

  • 5 Beds
  • 3.5 Baths
  • 3,232 Sq Ft
  • House for Rent

  15910 Lindbergh Ln, Wellington, FL 33414

  Don't miss this fully-appointed 5 bedroom 3 1/2 bath home for rent in the upscale Wellington Aero Club community! Brand new kitchen w/ quartzite counters & extended height cabinets, updated baths, a new roof, new impact windows & doors, 2 new A/C's, newer paint inside & out, newer beds (1 King, 4 Queens), new carpet in bedrooms, an office, bonus game room/mud room, updated landscaping, & a large

  Cheryl Wellman Keller Williams Realty - Welli

  15910 Lindbergh Ln, Wellington, FL 33414
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  $3,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,526 Sq Ft
  • House for Rent

  3105 Verdmont Ln, Wellington, FL 33414

  **SHORT TERM RENTAL***Come enjoy the Florida sunshine in this FULLY FURNISHED gorgeous 2 bedroom, 2 bath villa with a POOL and preserve views. Located in the gated, resort style community of VillageWalk. Available from April 17, 2026 - December 31, 2026. This gorgeous villa has an open floor plan offers a split floor plan with each bedroom located on the separate side of the home. Beautiful

  Tara Vernie The Corcoran Group

  3105 Verdmont Ln, Wellington, FL 33414
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  $3,500 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,231 Sq Ft
  • House for Rent

  2514 Bedford Mews Dr, Wellington, FL 33414

  This property has it all! Fully furnished and available now for annual or summer lease. Located in the heart of Wellington, this quaintly decorated and completely turn key 2 bed 2 bath home is perfect for a short or long term stay.

  Anthony Salerno We Sell Homes!

  2514 Bedford Mews Dr, Wellington, FL 33414
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  $8,500 Per Month

  • 5 Beds
  • 3 Baths
  • 3,280 Sq Ft
  • House for Rent

  4693 Sugar Beach Way, Wellington, FL 33449

  Experience luxury living in this stately 5-bedroom, 3-bath masterpiece with breathtaking lake views that inspire relaxation and awe. Watch stunning sunsets and vibrant wildlife from the covered patio in this beautifully decorated, fully furnished home featuring top-of-the-line finishes throughout. Triple split bedroom setting, for privacy. Nestled in a 24-hour manned gated community, you'll enjoy

  Raquel Crowe The Keyes Company

  4693 Sugar Beach Way, Wellington, FL 33449
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  $3,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,244 Sq Ft
  • House for Rent

  10709 Pelican Dr, Wellington, FL 33414

  This spectacular newly renovated 2 Bedroom 2 Bathroom 1 car garage townhome is located in the heart of Wellington across from the Wellington Mall. This light and airy home has new paint, new bathrooms, new floors throughout, new kitchen perfect for unwinding after a long day. Unit is also equipped with washer and dryer. Be in the heart of Wellington close to equestrian activities, shopping, fine

  Elizabeth Parkinson-Booth Drax Pro Realty Inc

  10709 Pelican Dr, Wellington, FL 33414
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  $4,100 Per Month

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft
  • House for Rent

  1283 Barnstaple Cir, Wellington, FL 33414

  Spacious 3 bedroom, 3 bathroom, pool home with a 2 car garage in Greenview Shores at Wiltshire Village. The fully updated kitchen is the heart of this home & features beautiful quartz counters, custom cabinets, coordinated tile backsplash, & all S/S appliances (including a new refrigerator & dishwasher). The family room opens to the kitchen with countertop seating, matching cabinetry & a built-in

  Robert Barwald Coldwell Banker Realty

  1283 Barnstaple Cir, Wellington, FL 33414
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  $6,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,134 Sq Ft
  • House for Rent

  1277 Periwinkle Place, Wellington, FL 33414

  This gorgeous turn key villa is available for rent fully furnished. Different opportunities available for tenants. Offered for the upcoming Nov 2026-April 2027 season, available for 2027 off season or potentially annual starting Nov 1. This stunning villa is close to all the shopping and equestrian features that Wellington has to offer. And not to mention your own private pool! Don't miss out on

  Lidia Longobardi Keller Williams Realty Jupiter

  1277 Periwinkle Place, Wellington, FL 33414
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  $5,350 Per Month

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft
  • House for Rent

  1776 the 12th Fairway, Wellington, FL 33414

  This exceptional home features a brand-new, high-end modern renovation throughout. Very bright house with vaulted ceilings and abundant natural light, Impact windows & skylights. Features two spacious living areas and a large well-designed kitchen with island, Brand new appliances, and updated lighting throughout. All systems in excellent condition, including new A/C. All Bedrooms offer large

  Julia Blanco LoKation

  1776 the 12th Fairway, Wellington, FL 33414
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  $10,000 Per Month

  • 4 Beds
  • 4 Baths
  • 2,522 Sq Ft
  • House for Rent

  2281 Seaford Dr, Wellington, FL 33414

  Turnkey furnished rental available starting October 1, 2026. Stay in splendor! This beautifully remodeled 4 bedroom/2 full bath/ 2 half bath residence features a chef's kitchen with Miele and SubZero appliances, high ceilings, an open layout, and gorgeous water views. Split floor plan includes a private primary suite with custom walk-in closet and spa-bath, in addition to 3 other guest rooms,

  Angela Pappas Douglas Elliman Wellington

  2281 Seaford Dr, Wellington, FL 33414
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  $30,000 Per Month

  • 5 Beds
  • 5 Baths
  • 6,500 Sq Ft
  • House for Rent

  2050 Windsock Way, Wellington, FL 33414

  For 26/27 seasonal rental: The ultimate furnished luxury pool home. This roomy two storey 5 bedroom, 5 bathroom house has it all! A large social kitchen with a huge games/media room. Primary and another bedroom with en suite bathroom on ground floor. 3 more bedrooms and 2 bathrooms upstairs. The heated pool is fully screened for outdoor events with large sliding doors. Located in Wellington Aero

  Kirsten Kopp Kirsten Kopp Real Estate

  2050 Windsock Way, Wellington, FL 33414
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  $40,000 Per Month

  • 4 Beds
  • 4 Baths
  • 3,034 Sq Ft
  • House for Rent

  14364 Stroller Way, Wellington, FL 33414

  Stunning rental right next to the show grounds

  Mary Sue Jacobs Destiny International Properties

  14364 Stroller Way, Wellington, FL 33414
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  $12,500 Per Month

  • 3 Beds
  • 3 Baths
  • 1,996 Sq Ft
  • House for Rent

  2921 Twin Oaks Way, Wellington, FL 33414

  Completely remodeled and beautifully furnished Villa located at the end of the street to ensure peace and no road noise. Primary bedroom and office are in main house, separate guest room accessible from garage or courtyard provides extra privacy. This home is beautiful and available for the the summer months through December. Fully furnished, all you need is your toothbrush and bathing suit. Palm

  Erin Gallagher Douglas Elliman Wellington

  2921 Twin Oaks Way, Wellington, FL 33414
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  $1,200 Per Month

  • 4 Beds
  • 3 Baths
  • 3,254 Sq Ft
  • House for Rent

  14828 Rolling Rock Place, Wellington, FL 33414

  Beautifully renovated equestrian farm and house available for off season or annual rental! Pricing - $1,200 per stall per month for the off season. $2,000 per month for the 2 bedroom barn housing. $15,000 per month during off season for the 4 bedroom newly renovated house. The main barn features 7 spacious stalls, while a secondary barn offers 2 additional stalls. Amenities include high-powered

  Sheer Levitin Engel & Volkers Wellington

  14828 Rolling Rock Place, Wellington, FL 33414
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  $4,200 Per Month

  • 4 Beds
  • 4.5 Baths
  • 2,811 Sq Ft
  • House for Rent

  10671 Old Hammock Way, Wellington, FL 33414

  Lakefront Luxury Home in Gated Black Diamond - Wellington. Exceptional lakefront luxury home located in the prestigious gated community of Black Diamond in Wellington. This spacious 2-story residence offers 4 bedrooms, 4.5 bathrooms, and a 2-car garage, all set against serene water views. The thoughtfully designed floor plan features expansive living and dining areas filled with natural light,

  Glenn Gurvitch Floridas Property Management

  10671 Old Hammock Way, Wellington, FL 33414
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  $25,000 Per Month

  • 4 Beds
  • 5.5 Baths
  • 4,036 Sq Ft
  • House for Rent

  2313 Golf Brook Dr, Wellington, FL 33414

  Ideal for equestrian enthusiasts, this meticulously renovated residence is located in the sought-after Golf Brook enclave within Palm Beach Polo and Country Club. The well-designed split floor plan encompasses a total of four bedrooms, featuring a private expansive primary suite and a den/office on one side of the home, while three en-suite bedrooms are situated in the opposite wing. Infused with

  Robert Ross KW Reserve Palm Beach

  2313 Golf Brook Dr, Wellington, FL 33414
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  $7,995 Per Month

  • 4 Beds
  • 5 Baths
  • 4,584 Sq Ft
  • House for Rent

  11788 Knightsbridge Place, Wellington, FL 33449

  Set on a beautiful lakefront lot in the highly sought-after Isles of Wellington, this exceptional pool home delivers space, style, and a true resort lifestyle. A dramatic two-story foyer welcomes you in, highlighted by a striking wrought-iron staircase, formal living room, and an abundance of natural light that fills the home. The kitchen is designed to impress with sleek quartz countertops, a

  Mark Rucco Compass Florida LLC

  11788 Knightsbridge Place, Wellington, FL 33449
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  $9,000 Per Month

  • 5 Beds
  • 4 Baths
  • 3,476 Sq Ft
  • House for Rent

  15835 Meadow Wood Dr, Wellington, FL 33414

  Just 4 min to WEF, this exceptionally secluded Tennis Court Estate awaits you with fenced yard & huge side doggy run! Get ready to have fun Golf Carting to the Horseshow & enjoy the incredible pathways. Next to Wanderer's Golf, this Sportsman's Paradise boasts next level luxury w/Private full size Tennis Court, Tikihut, Heated Pool & bubbling Hot Spa! Golfcart ready for you to get to Horseshow.

  Annie Zerdevski Engel & Voelkers Delray Beach

  15835 Meadow Wood Dr, Wellington, FL 33414
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  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • House for Rent

  661 Lake Wellington Dr, Wellington, FL 33414

  SEASONAL RENTAL This is a one of a kind 3 bedroom, 2 bathroom rental home with private pool, and a backyard! This property was remarkably updated! Unique design. Great location, minutes away from WEF, Wellington equestrian grounds, the mall and restaurants. It features beautiful 32x32 white micro crystal tile with black granite mix flooring extended to the wall Leather finished black granite

  Margarita Battro LAER Realty Partners Bowen/Wellington

  661 Lake Wellington Dr, Wellington, FL 33414
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  $5,600 Per Month

  • 4 Beds
  • 2 Baths
  • 2,196 Sq Ft
  • House for Rent

  13885 Sheffield St, Wellington, FL 33414

  Beautiful Furnished 4-bedroom, 2 bath pool home available for seasonal or annual rental in a desirable non HOA community in the heart of Wellington. This property offers exceptional convenience, located just minutes from the National Polo Center as well as nearby shopping, dining, and everyday essentials. Spacious living areas, a private pool, and a prime location make this home an ideal choice

  Elba Torres RE/MAX Gold

  13885 Sheffield St, Wellington, FL 33414
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  $4,000 Per Month

  • 3 Beds
  • 2 Baths
  • 2,001 Sq Ft
  • House for Rent

  8262 Dominica Place, Wellington, FL 33414

  For rent beautifully turn-key home in Villagewalk, $4000 a month until end of November, $8000 a month December to April in gated Resort style community of Wellington. This is 3/2/2 plus DEN home features a heated free-formed pool, a fenced patio, and is situated on a premium lake lot near a cul-de-sac In desirable Villagewalk. The interior boasts crown and decorative moldings throughout the home

  Margaret Wojtowicz The Keyes Company

  8262 Dominica Place, Wellington, FL 33414
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  $5,500 Per Month

  • 4 Beds
  • 2 Baths
  • 2,119 Sq Ft
  • House for Rent

  1935 Primrose Ln, Wellington, FL 33414

  NO HOA ! Centrally located in Wellington's Sugar Pond Manor. This beautifully furnished 4/2 turnkey home boasts porcelain tile, granite counter tops, laundry room, 2 car garage, water views, and heated salt water spa. Home can be rented annually, off season or seasonally ..List price is annual / off season/ mo, fully furnished. ** Available for immediate occupancy **

  Jeremy Greene The Corcoran Group

  1935 Primrose Ln, Wellington, FL 33414
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  $3,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • House for Rent

  4178 Bluff Harbor Way, Wellington, FL 33449

  """Availave seasonally for $2,000.00""" Are you looking for a rental home in Wellington, FL with top-rated schools, convenient shopping, and a variety of restaurants? Look no further than this updated Newly Painted, 3-bedroom, 2-bathroom lakeview single-story home in the Isles at Wellington. With the current low inventory of homes, this residence is sure to sell fast. The resort-style Island Club

  Hebert Charquero Pereira Partnership Realty Inc.

  4178 Bluff Harbor Way, Wellington, FL 33449
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  $250,000 Per Month

  • 7 Beds
  • 7 Baths
  • 4,700 Sq Ft
  • House for Rent

  2088 Appaloosa Trail, Wellington, FL 33414

  Magnificent 4.75 acre Saddle Trail Park Farm, 7 min hack to WEF. 16 stall center asile barn, 2 tack & 2 feed rooms 3 wash stalls, kitchen, office, laundry room all hightlighted by a floor to ceiling glass viewing areai inside the lounge overlooking the full size Arena. Just steps from the barn is a lovely 2 bedroom cottage, perfect for guests or staff, The horses will enjoy the 9 grass paddocks,

  Mary Ellen Sencer Saddle Trails Realty Inc

  2088 Appaloosa Trail, Wellington, FL 33414
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  $6,500 Per Month

  • 3 Beds
  • 3 Baths
  • 2,212 Sq Ft
  • House for Rent

  12775 Guilford Cir, Wellington, FL 33414

  Nestled in the heart of Wellington, this beautifully appointed seasonal rental offers a private pool & a serene lakefront setting just moments from the world-renowned Wellington International Equestrian Center. Designed with equestrian season in mind, the home provides a peaceful retreat after long days at the barn or ringside, with tranquil water views enhancing the relaxed atmosphere. Enjoy

  Sommar Clark Compass Florida LLC

  12775 Guilford Cir, Wellington, FL 33414
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  $5,500 Per Month

  • 4 Beds
  • 2 Baths
  • 2,212 Sq Ft
  • House for Rent

  1637 Farmington Cir, Wellington, FL 33414

  **AVAILABLE MAY 5th 2026**BEAUTIFUL Stunning 4 bedroom 2 bath, one story home. AVAILABLE FOR A YEAR LEASE COMES FULLY FURNISHED!! POOL HEATER!!!Located in the heart of Wellington, this property is in close proximity to shopping, dinning, and entertainment. The beautiful pool is surrounded by custom landscaping. The floor plan is very open and inviting. Call today!! Landlord will entertain

  Erika Regan RE/MAX Select Group

  1637 Farmington Cir, Wellington, FL 33414
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  $10,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • House for Rent

  148 Scarborough Terrace, Wellington, FL 33414

  Charming 3-bedroom, 2.5-bath home on a beautifully landscaped lot in a quiet, non-HOA community—just minutes from WEF and the Global Dressage Festival. This inviting property features a heated pool and spa, perfect for relaxing or entertaining. Inside, enjoy a bright, open layout with a spacious kitchen and comfortable primary suite. Ideal as a seasonal rental or private retreat, this home offers

  Jessica Reber Equestrian Sotheby's International Realty Inc.

  148 Scarborough Terrace, Wellington, FL 33414
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  $15,000 Per Month

  • 5 Beds
  • 5.5 Baths
  • 5,257 Sq Ft
  • House for Rent

  2540 Fairway Island Dr, Wellington, FL 33414

  Beautiful Estate home available for the Summer or Season. Located in prestigious Palm Beach Polo. Minutes from all Equestrian venues, shopping, and restaurants. The perfect home away from home.

  Mark Norman Douglas Elliman Wellington

  2540 Fairway Island Dr, Wellington, FL 33414
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  $6,500 Per Month

  • 5 Beds
  • 4.5 Baths
  • 3,428 Sq Ft
  • House for Rent

  3424 Collonade Dr, Wellington, FL 33449

  Furnished 5 bedroom 4.5 baths, pool spa. New kitchen ( will add new photos). Secure, Gated Community. 24 hours notice to show.

  Jill W The Keyes Company

  3424 Collonade Dr, Wellington, FL 33449
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  $9,995 Per Month

  • 4 Beds
  • 4.5 Baths
  • 3,571 Sq Ft
  • House for Rent

  10891 Northgreen Dr, Lake Worth, FL 33449

  SEASONAL or ANNUAL Rental with full golf privileges with the Gold Level Membership! Welcome to a rare former model home in the coveted Manchester Lakes section of Wycliffe Golf & Country Club—the only two-story lakefront home of its kind, fully fenced and designed to impress. With over 3,500 square feet of refined living space, this residence blends elegance, comfort, and resort-style living in

  Brandon Niemela Luxe IQ Group

  10891 Northgreen Dr, Lake Worth, FL 33449
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  $12,500 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,793 Sq Ft
  • House for Rent

  10891 Fairmont Village Dr, Lake Worth, FL 33449

  Come enjoy the season at Wycliffe Golf & Country Club in this 4-bedroom, 3.5-bath courtyard home, available for a 4-month rental. A full golf membership with golf cart is included, so you can fully enjoy everything the club has to offer. This layout is centered around your own private pool, creating a great indoor-outdoor feel and a perfect setup for relaxing or entertaining. Set on a quiet

  Ruby Teich Keller Williams Realty - Welli

  10891 Fairmont Village Dr, Lake Worth, FL 33449
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  $3,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,204 Sq Ft
  • House for Rent

  217 Berenger Walk, Royal Palm Beach, FL 33414

  Welcome to your serene retreat in this stunning two-story single-family home nestled in a gated community by the lake. This property features three beautifully appointed bedrooms, with an additional room currently designated for storage, perfect for the owner's belongings.Enjoy a peaceful sitting area at the front of the house, ideal for morning coffee or evening relaxation. The back of the

  Karen Hurley Atlantic Florida Properties Inc

  217 Berenger Walk, Royal Palm Beach, FL 33414

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