1,142

Luxury Homes for Rent in Wellington, FL

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  • /33

    $12,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • House for Rent

    11792 Wimbledon Cir, Wellington, FL 33414

    Luxurious Bulgalow. Completely renovated. Contemporary and spacious. Two Suites plus extra Room and Powder Room. Private pool with new Pergola. Walking distance from Palm Beach Polo Tennis and Pickleball Facility and the Fitness Center. Green open areas all around. Quite the SPOT to spend your season!

    Mayli Garcia-Velez Equestrian Sotheby's International Realty Inc.

    11792 Wimbledon Cir, Wellington, FL 33414
  • /19

    $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

    2921 Twin Oaks Way, Wellington, FL 33414
  • /32

    $12,500 Per Month

    • 3 Beds
    • 1 Bath
    • 2,460 Sq Ft
    • Condo for Rent

    5110 S Shore Blvd, Wellington, FL 33449

    Spectacular equestrian stable on 20 acres available for seasonal lease, located just minutes from the Winter Equestrian Festival (WEF). This exceptional property offers a professional-grade setup for the discerning equestrian. The property features two separate barns, each with 16 stalls, providing a total of 32 stalls. Currently, 8 stalls are available for the season. Both barns overlook a

    Guillermo Quevedo London Foster Realty

    5110 S Shore Blvd, Wellington, FL 33449
  • /44

    $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
  • /19

    $12,500 Per Month

    • 4 Beds
    • 4 Baths
    • 4,361 Sq Ft
    • House for Rent

    2427 Players Ct, Wellington, FL 33414

    Remodeled to perfection, this stunning 4 bedroom, 4 bathroom rental home is a luxurious setting for your winter retreat! Located in the prestigious Palm Beach Polo and Country Club, this stunning 2 story home offers the largest floor plan in the Eagles Landing subdivision. Step inside this immaculate home into the foyer with a dramatic high ceiling and abundant natural light. The large primary

    Angela Peavy KW Reserve Palm Beach

    2427 Players Ct, Wellington, FL 33414
  • /43

    $12,000 Per Month

    • 5 Beds
    • 3 Baths
    • 2,608 Sq Ft
    • House for Rent

    4085 Bahia Isle Cir, Wellington, FL 33449

    Ideal location for the winter equestrian season, this 5-bedroom, 3-bath, 3 car garage, lakefront home in gated Isles at Wellington is positioned only 5 minutes from Wellington Equestrian Club and 8 minutes from Grand Champions Polo Club. Cathedral ceilings, wood flooring and an open floor plan lead to a split-bedroom layout with 2 bedrooms downstairs and 3 upstairs. The eat-in kitchen and formal

    Christopher Pederson KW Innovations

    4085 Bahia Isle Cir, Wellington, FL 33449
  • /24

    $12,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,411 Sq Ft
    • House for Rent

    2602 Players Ct, Wellington, FL 33414

    Updated contemporary Polo Club home featuring 3 bedrooms, 3 full and 1 half bathrooms, a 2.5-car garage, and a private pool overlooking the Cypress golf course. The 2, 400-square-foot split floor plan offers a light and bright modern design with wood flooring throughout, tray ceilings with custom crown molding, a formal dining area, and a spacious primary suite with patio access. Outdoor living

    Philip Gutman PGutman, LLC

    2602 Players Ct, Wellington, FL 33414
  • /58

    $12,000 Per Month

    • 5 Beds
    • 4 Baths
    • 4,177 Sq Ft
    • House for Rent

    11615 Paradise Cove Ln, Wellington, FL 33449

    Luxury Seasonal Rental | The Isles at Wellington Experience luxury living at its finest in this exquisitely decorated 5BR/4BA estate in the prestigious gated community of The Isles at Wellington. Nestled on a prime cul-de-sac lot, this masterpiece beautifully blends sophistication with comfort. Enjoy a sprawling, private fenced yard featuring a pristine lakefront view and your own sparkling

    Raquel Crowe The Keyes Company

    11615 Paradise Cove Ln, Wellington, FL 33449
  • /35

    $12,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,991 Sq Ft
    • Townhouse for Rent

    2920 Twin Oaks Way, Wellington, FL 33414

    Beautifully maintained 3-bedroom, 3-bath home in the highly sought-after Shady Oaks community of Palm Beach Polo & Country Club. This home features an open-concept layout that flows well, along with a private pool and peaceful views overlooking the Dunes preserve. The kitchen has been nicely updated and opens to the main living areas. Enjoy access to pickleball, tennis, walking trails, a fitness

    James Faloni Douglas Elliman

    2920 Twin Oaks Way, Wellington, FL 33414
  • /73

    $12,000 Per Month

    • 5 Beds
    • 5 Baths
    • 4,773 Sq Ft
    • House for Rent

    3310 Palm Beach Point Blvd Unit (House Only), Wellington, FL 33414

    AVAILABLE NOW THROUGH NOVEMBER 30, 2026, LEASED FOR SEASON! This exceptional home is tastefully decorated and equipped with all the accouterments that make this an absolute haven for the season or annually! There are 3 bedrooms upstairs - 1 is en-suite and the other two have a Jack & Jill bath between them. The bedrooms all have custom built-in closets and two have balcony access overlooking the

    Robert Ross KW Reserve Palm Beach

    3310 Palm Beach Point Blvd Unit (House Only), Wellington, FL 33414
  • /13

    $12,000 Per Month

    • 6 Beds
    • 4 Baths
    • 3,008 Sq Ft
    • House for Rent

    14870 Horseshoe Trace, Wellington, FL 33414

    Experience upscale living in the heart of Wellington with this exceptional annual rental. This elegant courtyard-style home features a main residence with 4 spacious bedrooms and 3 beautifully appointed bathrooms, along with a separate guest house offering 2 bedrooms and 1 bath. Enjoy a private pool and expansive deck—perfect for relaxing or entertaining—set on a full acre of land. The property

    14870 Horseshoe Trace, Wellington, FL 33414
  • /44

    $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
  • /40

    $12,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,776 Sq Ft
    • Condo for Rent

    13244 Polo Club Rd Unit C106, Wellington, FL 33414

    Welcome to this thoughtfully designed 3-bedroom, 3-bathroom condominium in Meadow Brook Condo, Wellington, offering 1,776 square feet of finished living space across two floors. This well-appointed residence features a two-car garage for convenient vehicle storage and parking. The layout provides ample room for comfortable living with three full bathrooms, ensuring convenience for all household

    13244 Polo Club Rd Unit C106, Wellington, FL 33414
  • /33

    $12,000 Per Month

    • 7.5 Baths
    • 12,262 Sq Ft
    • House for Rent

    13220 55th St S, Wellington, FL 33449

    13220 55th St S, Wellington, FL 33449
  • /45

    $11,500 Per Month

    • 1 Bed
    • 1 Bath
    • 806 Sq Ft
    • House for Rent

    14943 Paddock Dr, Wellington, FL 33414

    10 stalls available for seasonal lease in Paddock Park 2! Beautiful center-aisle barn with 12x12 stalls, all equipped with fans, water, central fly spray, individual cameras and rubber mats. Barn offers a feed room, laundry room, tack room, rider's lounge (or studio apartment), 4 wash stalls and all other equestrian amenities. The property is complete a 100'x230' GGT arena with irrigation &

    Tina Bengtsson Engel & Volkers Wellington

    14943 Paddock Dr, Wellington, FL 33414
  • /31

    $11,500 Per Month

    • 1 Bed
    • 1 Bath
    • 504 Sq Ft
    • House for Rent

    14965 Oatland Ct, Wellington, FL 33414

    PRICE REFLECTS PER STALL FOR A 4-MONTH SEASON. Large 1 bedroom apartment also available with stalls for additional rent. HOUSE ON PROPERTY ALSO AVAILABLE. $175,000 for ENTIRE FARM FOR 2026 season. Inviting newer facility with everything you need to enjoy the Wellington equestrian lifestyle! Located in the esteemed neighborhood of Paddock Park 2 on just under 2 acres, this commercially built barn

    Travis Laas Engel & Volkers Wellington

    14965 Oatland Ct, Wellington, FL 33414
  • /50

    $11,500 Per Month

    • 0.5 Baths
    • 10,986 Sq Ft
    • House for Rent

    4905 130th Ave S, Wellington, FL 33414

    2027 Seasonal Price Breakdown: $11,500 per stall for season. Experience the ultimate equestrian property for both seasonal or annual rent. This exceptional farm offers a premier 22 stall barn, 4 horse walker and expansive 220x120 arena, designed for equestrians looking to train minutes from the Wellington International Showgrounds. The property also features a furnished riding lounge area for

    4905 130th Ave S, Wellington, FL 33414
  • /59

    $11,000 Per Month

    • 4 Beds
    • 3 Baths
    • 3,010 Sq Ft
    • House for Rent

    15611 Milan Ct, Wellington, FL 33414

    Beautifully upgraded 4-bedroom, 3-bath pool home in the gated Lakefield West community. This light and bright residence features open living areas, updated flooring, and a renovated kitchen with modern cabinetry, new appliances, and ample counter space. The split-bedroom layout offers a spacious primary suite with an upgraded bath, plus three additional bedrooms for family or guests. Enjoy

    Martha Jolicoeur PA Douglas Elliman Wellington

    15611 Milan Ct, Wellington, FL 33414
  • /46

    $11,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 4,680 Sq Ft
    • House for Rent

    11640 S Sea Ct, Wellington, FL 33449

    Susana Pyzynski Partnership Realty Inc.

    11640 S Sea Ct, Wellington, FL 33449
  • /16

    $11,000 Per Month

    • 4 Beds
    • 2 Baths
    • 2,799 Sq Ft
    • House for Rent

    1880 Grantham Ct, Wellington, FL 33414

    Courtesy of Atlantic Florida Properties IncPosted by Andrew Coleman with EXP Realty .Looking for the perfect seasonal rental in the heart of Wellington?This spacious home is located in a beautiful, centrally located community just minutes from WEF and all the best Wellington has to offer.with use of GOLFCART INCLUDED! The property features a heated pool surrounded by privacy

    1880 Grantham Ct, Wellington, FL 33414
  • /29

    $10,500 Per Month

    • 5 Beds
    • 2.5 Baths
    • 2,599 Sq Ft
    • House for Rent

    14248 Paddock Dr, Wellington, FL 33414

    AVAILABLE SEASONAL OR ANNUAL! Beautifully remodeled and fully furnished 5-bedroom, 2.5-bath single-family home with no HOA. This move-in-ready home features spacious living areas, modern finishes, and a private backyard oasis with a sparkling pool and fully fenced yard. Pet-friendly and complete with a home gym in the garage, it offers everything you need for comfortable Florida living. Ideally

    Francesca Damasceno LPT Realty, LLC

    14248 Paddock Dr, Wellington, FL 33414
  • /21

    $10,500 Per Month

    • 1 Bath
    • 7,600 Sq Ft
    • House for Rent

    2022 Appaloosa Trail, Wellington, FL 33414

    Beautiful 12 stall center aisle barn with: 3 wash stalls, 2 grooming stalls, 2 tack rooms, laundry & feed rooms, 6 paddocks, fantastic 225'X 120' Discount Dirt Works Arena & 6 paddocks.*** For lease: up to 5 stalls at $2100 per month per stall.****

    John Finlayson Browning Realty

    2022 Appaloosa Trail, Wellington, FL 33414
  • /32

    $10,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 3,039 Sq Ft
    • House for Rent

    10697 Willow Oak Ct, Wellington, FL 33414

    RENTED SEASONAL FURNISHED ONLY--This is the one you've been waiting for! 5/3.5 + Loft w/ HEATED pool & spa! You are greeted w/ grand staircase and open living room and flexible work space. REMODELED kitchen is a WOW factor w/ shaker style cabinetry, 36" gas cooktop, Calacatta quartz countertops, wall ovens, double pantry, dry bar w/ beverage refrigerator and coffee station. Eat-in kitchen and bar

    Agent Photo

    Lindsey Taylor

    RE/MAX Direct

    10697 Willow Oak Ct, Wellington, FL 33414
  • /33

    $10,000 Per Month

    • 5 Beds
    • 2.5 Baths
    • 2,630 Sq Ft
    • House for Rent

    325 Knotty Wood Ln, Wellington, FL 33414

    Available 1/1/2027. This FURNISHED 1-story 5 bedrooms, 2.5 baths, 2 car garage pool home is perfect turnkey rental. Interior laundry, walk in closet, beds (1 king, queen beds and bunk-bed) to suit your needs! Centrally located in one of the most desirable neighborhood of Wellington, short distance to shopping, restaurants, Publix, movie theater and all Equestrian venues. Totally remodeled with

    Olga Kitaigorod United Realty Group, Inc

    325 Knotty Wood Ln, Wellington, FL 33414
  • /36

    $10,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,616 Sq Ft
    • House for Rent

    2443 Players Ct, Wellington, FL 33414

    Beautiful furnished home available for both annual and seasonal rental. Annual lease is $10,000 per month. Seasonal lease (1-11 months) is $13,000 per month. Minimum seasonal term required. This remodeled 3 bed, 3 bath residence offers spacious living areas, a private pool, and modern finishes throughout. Located in the prestigious Palm Beach Polo community, providing comfort, privacy, and

    Gustavo Cepeda Highlight Realty Corp/LW

    2443 Players Ct, Wellington, FL 33414
  • /30

    $10,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,340 Sq Ft
    • House for Rent

    2514 Players Ct, Wellington, FL 33414

    Welcome to your perfect seasonal retreat in the heart of Wellington's exclusive Palm Beach Polo & Country Club. This beautifully renovated 5 BED | 4.5 BATH single-family home combines modern elegance with resort-style comfort; just minutes from all major equestrian venues and a quick golf cart ride to WEF. Step inside to soaring ceilings and a spacious open floor plan, adorned with sleek marble

    Alison Barens Merlotti Equestrian Sotheby's International Realty Inc.

    2514 Players Ct, Wellington, FL 33414
  • /44

    $10,000 Per Month

    • 5 Beds
    • 4 Baths
    • 3,598 Sq Ft
    • House for Rent

    15350 Take Off Place, Wellington, FL 33414

    Wellington Seasonal or Month to Month rental, Immaculate 5 bedroom 4 Bath 3 car garage Pool Home in the desirable Aero Club Community. Beautifully landscaped yard, large Covered Cabana for entertaining and covered Patio. Close to shopping, dining and just minutes from all equestrian venues. $20K/Mo Seasonal, $10K/Mo off Season.

    Lourdes Cardona United Realty Group, Inc

    15350 Take Off Place, Wellington, FL 33414
  • /50

    $10,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,494 Sq Ft
    • House for Rent

    2068 Wightman Dr, Wellington, FL 33414

    Available fully furnished and move-in ready, this exceptional European-inspired residence is located behind the prestigious manned gates of Palm Beach Polo Club and offers the perfect blend of luxury, comfort, and convenience. Beautifully appointed with designer Restoration Hardware furnishings throughout, this home delivers a turnkey lifestyle in one of Wellington's most sought-after

    2068 Wightman Dr, Wellington, FL 33414
  • /46

    $10,000 Per Month

    • 5 Beds
    • 2.5 Baths
    • 2,815 Sq Ft
    • House for Rent

    15600 Rolling Meadows Cir, Wellington, FL 33414

    Very spacious house located in very exclusive quiet Wellington area, minutes from Wanderers Golf & Country Club, Wellington International Equestrian Center and all shopping necessities.

    Sophie Ghedin Compass Florida LLC

    15600 Rolling Meadows Cir, Wellington, FL 33414
  • /17

    $10,000 Per Month

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

    4033 Bluff Harbor Way, Wellington, FL 33449

    Beautiful, bright and tastefully renovated 4 bedroom house available for the 2024-2025 Equestrian Season. The perfect place to enjoy the winter season in Wellington. Every detail has been carefully planed to provide guests the best stay away from home. Enjoy the Winter Florida weather from your private back yard and experience the totally renovated club house, including state of the art gym, pool

    Veronica Smith Equestrian Sotheby's International Realty Inc.

    4033 Bluff Harbor Way, Wellington, FL 33449
  • /28

    $10,000 Per Month

    • 6 Beds
    • 4 Baths
    • 2,561 Sq Ft
    • House for Rent

    1860 Primrose Ln, Wellington, FL 33414

    Incredible six bedroom home, out door patio and pool! Walking distance to the show grounds and just minutes in a golfcart! Enjoy the perfect location home behind WEF! Out door kitchen, New backyard features added. Jacuzzi can be added! New photos will be uploaded soon!

    Nicole Liebowitz Balavaan Realty LLC

    1860 Primrose Ln, Wellington, FL 33414
  • /15

    $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 Annually or Seasonally starting July 1, 2026. Stay in splendor! This beautifully remodeled 4 bedroom/2 full bath/ 2 half bath residence features a brand new AC system, 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

    Angela Pappas Douglas Elliman Wellington

    2281 Seaford Dr, Wellington, FL 33414
  • /34

    $10,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,802 Sq Ft
    • House for Rent

    1321 Pelham Rd, Wellington, FL 33414

    Lovely turnkey farmhouse available annually or for -27 season, with potential to also rent up to 4 stalls on the property! 3 bedroom, split floor plan spacious home with high ceilings, set on gorgeous 2 acres in Paddock Park 2. Each bedroom has on-suite bathrooms and the primary suit is also equipped with 2 walk in closets. 3 A/C units, closed circuit TV monitoring system as well as burglar

    Travis Laas Engel & Volkers Wellington

    1321 Pelham Rd, Wellington, FL 33414
  • /55

    $10,000 Per Month

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

    8222 Dominica Place, Wellington, FL 33414

    This exquisite home, w/ 24-hour manned security-gated community of Villagewalk, is nestled at the end of a cul-de-sac for max privacy. This beautiful home has 2 separate & fully gated gardens overlooking the lake, w/ a fabulous saltwater pool, & a full summer kitchen w/ fridge & gas grill. Inside, the 3-bedroom, 3-bathroom home (the main suite has 2 separate bathrooms) boasts an open-floor plan

    Andrew Johnson EXP Realty LLC

    8222 Dominica Place, Wellington, FL 33414
  • /38

    $10,000 Per Month

    • 5 Beds
    • 3 Baths
    • 3,557 Sq Ft
    • House for Rent

    9638 Worswick Ct, Wellington, FL 33414

    Elevate your lifestyle and live in this sophisticated and elegantly appointed Stotesbury Village Estate - 5 bedrooms and 3 bathrooms, this expansive family home overlooks a resort-style pool and spa surrounded by limestone, palm trees and Lake water views. Owner spared no expense enhancing the home - Large Chef's kitchen features quartz counter tops and brand new Kitchen Aid appliances -

    Dorian Hayes Douglas Elliman

    9638 Worswick Ct, Wellington, FL 33414
  • /36

    $10,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • Condo for Rent

    2835 Polo Island Dr Unit H202, Wellington, FL 33414

    Alexandra Titus Equestrian Sotheby's International Realty Inc.

    2835 Polo Island Dr Unit H202, Wellington, FL 33414
  • /17

    $10,000 Per Month

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

    148 Scarborough Terrace, Wellington, FL 33414

    Courtesy of Equestrian Sotheby's International Realty Inc.Posted by Andrew Coleman with EXP Realty .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

    148 Scarborough Terrace, Wellington, FL 33414
  • /48

    $10,000 Per Month

    • 3 Beds
    • 3 Baths
    • House for Rent

    4138 Bluff Harbor Way, Wellington, FL 33449

    The perfect place to spend your equestrian season in Wellington. Whether you are looking to relax or entertain by the pool, this is the perfect place to come home to after a busy day. Included for tenants at no extra cost, The Isles features magnificent amenities, including tennis, pickleball, a gym, and a basketball court, just to mention a few. This beautiful home is truly impeccable,

    4138 Bluff Harbor Way, Wellington, FL 33449
  • /45

    $9,900 Per Month

    • 5 Beds
    • 3 Baths
    • 2,279 Sq Ft
    • House for Rent

    11647 Anhinga Dr, Wellington, FL 33414

    Beautifully renovated 5/3 residence with big pool and huge yard with an extensive range of amenities for kids and adults. Outside fireplace and hot tub give you relax after busy day. The large, covered porch provides an optimal outdoor relaxation space. The pool adds an extra layer of luxury and entertainment potential. Overlooking a canal, the house enjoys serene views and privacy. Can be rented

    Yulia Timpy Partnership Realty Inc.

    11647 Anhinga Dr, Wellington, FL 33414
  • /73

    $9,800 Per Month

    • 5 Beds
    • 2.5 Baths
    • 3,002 Sq Ft
    • House for Rent

    12725 Kingsway Rd, Wellington, FL 33414

    Experience luxury living in this truly one-of-a-kind custom lakefront residence offering 5 spacious bedrooms, 2.5 bathrooms, and nearly 3,000 square feet of beautifully renovated living space. Available for annual lease, this fully furnished, move-in-ready home combines sophisticated design, high-end finishes, and exceptional resort-style amenities to deliver a lifestyle unlike anything else

    Yuri Skutnik RE/MAX Direct

    12725 Kingsway Rd, Wellington, FL 33414

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