Wellington Luxury Rentals
Live BeachesMLS rentals matching this search in Wellington, Florida, updated throughout the day.
Wellington's luxury rentals follow the equestrian season: estates and farms asking $10,000 a month or more near the show grounds lease for the winter, often furnished and often with barns, stalls and paddocks, to riders, owners and trainers. The best properties near the show grounds are committed well before the season opens, so start early. Outside the season, luxury leases are annual homes in the gated family communities.
Wellington Luxury Rentals by Monthly Rent
Luxury rentals in Wellington start at $10,000 a month. Each tier opens the live search with the map.
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Many of the finest Wellington rentals lease through agents before they are advertised. Tell a BreakThru luxury rental specialist your dates, budget and must-haves for a private shortlist: request a private shortlist.
30 rentals, newest first.
The 30 listings on this page run from $10,000 a month to $50,000 a month, with a median of $14,750 a month, and they have been listed a median of 33 days.
$11,000/mo
13718 CALLINGTON Drive, Wellington FL 33414
4 bd · 3 ba · 2,743 sq ft · Single Family Residence
$15,000/mo
2330 Sunderland Avenue, Wellington FL 33414
4 bd · 4.5 ba · 3,519 sq ft · Single Family Residence
$25,000/mo
2540 Fairway Island Drive, Wellington FL 33414
5 bd · 5.5 ba · 5,257 sq ft · Single Family Residence
$12,000/mo
11815 PEBBLEWOOD Drive, Wellington FL 33414
4 bd · 4.5 ba · 2,401 sq ft · Townhouse
$10,000/mo
1835 Staimford Circle, Wellington FL 33414
4 bd · 2 ba · 2,530 sq ft · Single Family Residence
$21,000/mo
2911 Bent Cypress Road, Wellington FL 33414
3 bd · 3.5 ba · 3,084 sq ft · Single Family Residence
$45,000/mo
2691 Players Court, Wellington FL 33414
5 bd · 5 ba · 3,541 sq ft · Single Family Residence
$18,000/mo
13646 Brightstone Street, Wellington FL 33414
5 bd · 4 ba · 2,799 sq ft · Single Family Residence
$39,499/mo
14623 HALTER Road, Wellington FL 33414
4 bd · 6.5 ba · 6,638 sq ft · Single Family Residence
$13,000/mo
4485 ISLAND REEF Drive, Wellington FL 33449
5 bd · 5.5 ba · 4,616 sq ft · Single Family Residence
$14,500/mo
911 Forest Glen Lane, Wellington FL 33414
5 bd · 3 ba · 3,179 sq ft · Single Family Residence
$15,000/mo
14983 Draft Horse Lane, Wellington FL 33414
5 bd · 4 ba · 4,478 sq ft · Single Family Residence
$12,000/mo
15580 MEADOW WOOD Drive, Wellington FL 33414
5 bd · 2.5 ba · 2,795 sq ft · Single Family Residence
$10,900/mo
11397 Pond View Drive E103, Wellington FL 33414
3 bd · 3 ba · 2,000 sq ft · Condominium
$19,000/mo
4430 Island Reef Drive 0, Wellington FL 33449
5 bd · 4.5 ba · 4,616 sq ft · Single Family Residence
$13,950/mo
11864 PEBBLEWOOD Drive, Wellington FL 33414
3 bd · 3 ba · 2,183 sq ft · Villa
$20,000/mo
1050 Fairdale Way, Wellington FL 33414
4 bd · 3.5 ba · 3,205 sq ft · Single Family Residence
$11,000/mo
13869 Sheffield Street, Wellington FL 33414
4 bd · 3 ba · 2,411 sq ft · Single Family Residence
$13,000/mo
12466 Quercus Lane, Wellington FL 33414
4 bd · 3 ba · 3,723 sq ft · Single Family Residence
$13,750/mo
14780 HORSESHOE Trace, Wellington FL 33414
5 bd · 4 ba · 3,333 sq ft · Single Family Residence
$50,000/mo
14334 Stroller Way, Wellington FL 33414
5 bd · 4 ba · 3,394 sq ft · Single Family Residence
$14,000/mo
2735 Polo Island Drive K102, Wellington FL 33414
3 bd · 3 ba · 1,800 sq ft · Condominium
$16,000/mo
2835 Polo Island Drive H104, Wellington FL 33414
4 bd · 4.5 ba · 2,400 sq ft · Villa
$25,000/mo
2135 Windsock Way, Wellington FL 33414
5 bd · 5.5 ba · 4,544 sq ft · Single Family Residence
$40,000/mo
3032 BLUE CYPRESS Lane, Wellington FL 33414
4 bd · 4.5 ba · 3,075 sq ft · Single Family Residence
$25,000/mo
15683 CYPRESS PARK Drive, Wellington FL 33414
5 bd · 3 ba · 2,665 sq ft · Single Family Residence
$12,500/mo
12121 Sunnydale Drive, Wellington FL 33414
3 bd · 3 ba · 2,436 sq ft · Single Family Residence
$12,500/mo
1880 GRANTHAM Court, Wellington FL 33414
4 bd · 2 ba · 2,799 sq ft · Single Family Residence
$10,000/mo
172 W Wild Pine Road 172, Wellington FL 33414
4 bd · 2 ba · 2,714 sq ft · Single Family Residence
$22,500/mo
11173 Manatee Terrace, Wellington FL 33449
4 bd · 2.5 ba · 2,744 sq ft · Single Family Residence
Wellington Luxury Rental Market
In the last 90 days 18 Wellington rentals asking $10,000 a month or more leased, at a median $20,500 a month, 100% of the asking rent, after a median 63 days on the market.
- 30luxury rentals listed now
- $14,750/momedian asking rent
- 18luxury leases closed, last 90 days
- $20,500/momedian rent achieved
- 100%of the asking rent, median
- 63 daysmedian time to lease
Source: BeachesMLS, monthly rents only. Asking figures are the luxury rentals on this page; leased figures are leases that closed in the last 90 days after asking $10,000 a month or more. Not an appraisal.
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The Two Luxury Markets in Wellington
A luxury lease in Wellington usually means one of two very different homes. In winter the demand comes from the horse world: riders, owners and trainers who need a furnished estate or a working farm close to the Wellington International show grounds, the dressage stadium and the polo fields. Grand Prix Village, Equestrian Club Estates, Saddle Trail Park and Southfields sit closest to the rings, and Palm Beach Polo & Country Club adds estates and villas behind its guard gate. The rest of the year the high end of the market is quieter and more familiar: large houses in the gated family communities, leased by the year to executives and families who want space, a pool and the village schools.
Leasing a Wellington Farm for the Winter Circuit
Most equestrian tenants rent in Wellington for the Winter Equestrian Festival, which fills the show grounds from January into early spring, and many also follow the polo season at the International Polo Club Palm Beach over the same months. A farm lease for that stretch is usually a furnished main house with a barn, stalls, paddocks, a riding arena and quarters for grooms or a barn manager. Because the same stables return every year, the properties within hacking distance of the rings are often promised to a tenant by the prior spring or summer. A rider who starts looking in the fall should expect a smaller choice, a longer drive to the show grounds or both.
What to Inspect on a Wellington Horse Property
The house is only part of a Wellington farm lease, and the barn deserves the same attention. Before a deposit is paid we ask the owner to confirm the number of stalls the lease includes, the condition of the fencing, the footing in the arena and whether it is watered and dragged, and who removes manure and pays for it. We also confirm where trucks, trailers and a horse van can park and turn, whether the grooms' apartment is included and furnished, and how many horses the property is permitted to keep. Some Wellington owners let the stalls and the house separately, so the lease should state plainly which buildings belong to the tenancy.
Equestrian Zoning and Association Rules in Wellington
Keeping horses at a Wellington rental depends on where the property sits. The village sets aside equestrian areas where barns, paddocks and bridle paths are part of the fabric, and outside them a stable is usually not an option at all. Inside the gated equestrian communities an association adds its own review of tenants, vehicles and sometimes the number of horses, and Palm Beach Polo & Country Club has rules on seasonal leasing that vary from one neighborhood to the next. We confirm the zoning of the address and the association's leasing policy in writing before you commit, because a Wellington farm that cannot legally hold your horses is not a farm you can use.
Annual Luxury Leases in Wellington's Family Communities
Outside the show season, a high-end rental in Wellington is more often a family home than a farm. Large houses on the lakes in Olympia, Versailles, the Isles at Wellington, Black Diamond and Castellina lease for a year or longer to relocating executives, families between homes and buyers who want to learn the village first. These communities rarely allow a winter-only lease, so the owner is looking for a steady tenant rather than a season's premium. Expect the association to approve you, allow several weeks for it, and ask whether the lease includes pool service, lawn care and use of the clubhouse, since those details decide what a Wellington rent really buys.
Qualifying for a Wellington Luxury Lease
Wellington owners of luxury homes want to see that the rent will be paid and the property returned in good order. Seasonal tenants are often asked to pay most or all of the season before arrival, together with a security deposit that reflects the furnishings and, on a farm, a separate deposit for the barn and arena. Riders and owners paid through a business or from abroad can qualify with bank statements, a letter from an accountant or a guarantor, and we agree the approach with the listing agent first. Owners of Wellington horse properties commonly ask for liability insurance that covers the horses and the staff who work at the barn.
Wellington Condominium Buildings With Rentals
Wellington Luxury Rentals FAQ
- What counts as a luxury rental in Wellington?
- On this page, a Wellington rental asking $10,000 a month or more. At that level the listings are mostly equestrian estates and farms near the show grounds leasing for the winter, along with large houses in the gated family communities leasing by the year. Compare the live Wellington listings with the closed leases below, keeping seasonal and annual rents apart.
- When should I book a Wellington farm for the equestrian season?
- As early as you can, ideally in the spring or summer before the season. Stables that return to Wellington every winter often renew the same farm before the last show ends, so the properties close to the rings go first. Looking in the fall still works if you can accept a longer drive, fewer stalls or a house without a barn.
- Can I rent a Wellington property with stalls for my horses?
- Yes. Many farms in Grand Prix Village, Saddle Trail Park, Southfields and Equestrian Club Estates lease with a barn and paddocks, and some houses in Paddock Park have a small stable. The lease should state how many stalls you have, how many horses the property may keep, and whether the arena and the grooms' quarters are included in the Wellington rent.
- Can I rent only stalls in Wellington without a house?
- Stall-only leases do exist in Wellington, usually arranged barn by barn for the season, but this page lists homes rather than stabling. If you need both, tell us how many horses and staff are coming and we look for a farm that fits, or for a furnished house near a barn that has stalls to spare.
- Are Wellington luxury rentals furnished?
- Winter leases near the show grounds nearly always are, often down to linens, kitchenware and outdoor furniture, and some include furniture in the grooms' quarters too. Annual leases in the Wellington family communities are more often unfurnished. Ask for the inventory, and confirm whether utilities, internet, pool service and lawn care are part of the rent.
- Can I lease a luxury home in Wellington for the whole year?
- Yes, and the choice is widest outside the equestrian areas. Houses in Olympia, Versailles, Black Diamond and the Isles at Wellington lease by the year, and those associations often expect it. Near the show grounds an annual lease is possible when an owner prefers one steady tenant, and late spring is the time to ask.
- Do I pay a fee to use a BreakThru agent for a Wellington luxury rental?
- Usually not. For most luxury leases in Wellington the owner pays the brokerage commission, and if a listing works differently we tell you before you tour it. Our agents can also contact the listing brokers of farms and estates that are offered quietly, which saves you time during a busy season.
Need Help Finding the Right Rental?
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