Holleywood Tree Services(813) 475-0994

Serving Odessa · Pasco County

Tree Service in Odessa, FL

Holleywood Tree Services is a licensed, insured, arborist-guided tree company working throughout Odessa and the surrounding Pasco County communities — Keystone, Starkey Ranch, Ashley Lakes, Eagles Nest, Lake Keystone and more. We handle grand live oak, longleaf pine, cypress and cabbage palm every week here: hazardous removals, structural and hurricane-prep pruning, stump grinding, and 24/7 emergency storm response with crane, bucket truck and precision rigging.

Odessa and Keystone are heavy-canopy, acreage country — grand live oaks over long driveways, dense pine stands, and limited truck access on wooded lots. We rig and crane out of tight spots instead of dropping limbs.

Odessa Specialist Pages

Tree Services We Offer in Odessa

Recent Work

On the Job in Odessa

In Ashley Lakes (33556) we handled a tight-access removal on a Odessa lot with no side-yard clearance. The crane picked the trunk out over the house in three sections, the yard took no ruts, and the homeowner had their driveway back the same afternoon.

  • Crews run Odessa and Pasco County daily out of our Lutz shop — most estimates are on the calendar within 48 hours.
  • Regular stops in Ashley Lakes and Steeplechase, with certificates of insurance sent straight to HOA and property managers on request.
  • Covering ZIP codes 33556.
Tree Trimming by Holleywood Tree Services near Ashley Lakes in Odessa, FL
Tree Trimming — Ashley Lakes, Odessa
Stump Grinding by Holleywood Tree Services near Eagles Nest in Odessa, FL
Stump Grinding — Eagles Nest, Odessa
Tree Removal by Holleywood Tree Services near Lake Keystone in Odessa, FL
Tree Removal — Lake Keystone, Odessa
Local Knowledge

What Makes Odessa Trees Different

Odessa is acreage country. Around Lake Keystone, Steeplechase and the Eagles Nest horse properties, lots run from one to five-plus acres of dense, mature canopy that has never been thinned the way a subdivision yard gets thinned. Most homes here are on well and septic with long private drives, sometimes a quarter mile of dirt or shell before you reach the house, which changes how we plan every job before a saw ever starts. We spend more time getting equipment safely to the tree in Odessa than we do on the tree itself.

Trees We Work On Most in Odessa

Grand live oak
Odessa's oldest properties carry live oaks with fifty and sixty foot spreads that have never been pruned back to a structure. Limbs this size need staged rigging, not a single drop, and we plan the lay-down zone across pasture or open yard rather than near a barn or fence line.
Longleaf and slash pine
Odessa's wooded lots hold dense pine stands, often growing tight together with weak, thin trunks from competing for light. A stand that looks solid can have three or four trees that will not survive a full clearing around them — we thin selectively rather than opening a hole that leaves the rest exposed to wind they were never built for.
Bald cypress
Common along Lake Keystone's wetter margins and drainage. Cypress knees and buttressed root flares mean equipment has to stay well off the root zone, and flooded ground around the trunk after heavy rain limits when we can safely work near one.
Cabbage palm (sabal)
Odessa's horse pastures and long driveways are lined with sabal palms that go years without a boot trim. Unshaved boots draw rats and snakes right along a walking path to the barn, which matters more here than in a typical yard.
Water oak
Scattered through Odessa's older home sites, these decline internally well before the canopy shows it. On acreage where a fallen limb might land on fencing, a horse trailer or a well head rather than a house, we still treat hollow water oaks as a priority removal.

Heavy canopy, high water table and the Keystone lean

Lake Keystone and the wetland fingers running through Odessa keep the water table close to the surface on much of this acreage, and decades-old oaks and cypress growing in that ground develop wide but shallow root plates. When a long wet spell saturates the soil ahead of a summer storm, the anchoring goes soft right when wind load goes up, and we see whole mature trees go over near the lake rather than just losing limbs. On these lots we look at the base as closely as the crown: a widening lean toward the water, soil cracking on the uphill side or roots newly exposed at the bank tell us a tree is already in motion, not just aging.

Long drives, wells, septic fields and no shortcuts

Getting a crew and a chip truck to the actual tree is often the hardest part of an Odessa job. Long private drives, gated entries and unmarked well heads and septic fields mean we walk the property first and map what is underground before anything rolls past the gate. Many Odessa lots are wooded enough that there is no clear path for a bucket truck at all, so we bring in tracked equipment or rig sections out by rope to a staging point the truck can reach. Horse properties add another layer — fencing, gates and paddocks that have to stay usable and secure the entire time we are on site.

Storm season on heavily wooded acreage

Odessa's dense tree cover means storm damage here is often hidden rather than obvious from the road — a snapped pine top caught in the canopy of the tree next to it, or a leaning oak back off the drive that nobody sees until it goes down on a fence line or a well house. Our post-storm Odessa visits walk the treed perimeter of the property, not just the yard around the house, because that is where the next failure usually is. Response can take a bit longer here simply due to drive length and gate access, so we ask for gate codes up front during active weather.

Odessa Tree Care Calendar

When we schedule what, based on Odessa soil, storm exposure and access conditions.

Seasonal tree work calendar for Odessa, Florida
WindowFocusWhy then
January – MarchCanopy thinning and structural oak workDry season with firm ground for tracked equipment on wooded acreage. Best window for thinning overcrowded pine stands and doing major structural pruning on grand live oaks near the house.
April – MayPre-storm reduction and drive-line clearanceWe reduce end weight on oaks over barns and outbuildings and clear overhanging limbs along long driveways before summer growth and storms make both harder to access.
June – SeptemberEmergency response and palm trimmingPeak lightning season for Odessa's dense pine stands. We also trim sabal palms along driveways and paddocks now, since summer trimming suits palms far better than winter.
October – DecemberPerimeter walkthroughs and stump grindingWe walk wooded property lines for storm-caught hangers and leaning trees near fences and wells, then catch up on stump grinding while the ground is dry enough for equipment.

Permits, HOAs & Insurance in Odessa

Odessa is unincorporated Pasco County, so county tree provisions apply. Protected and grand trees generally require review before removal, while dead or hazardous trees fall under a separate hazard determination — we photograph the defects during the estimate so that holds up. Odessa has fewer HOA-governed subdivisions than most of our service area, but Steeplechase and a handful of newer communities do carry architectural review; we confirm which rule applies to your specific parcel and send insurance documentation to a management company on request.

Odessa Neighborhoods We Serve

Keystone · Starkey Ranch · Ashley Lakes · Eagles Nest · Lake Keystone · Steeplechase · Wyndgate

ZIP codes: 33556

Our Odessa Service Coverage

Centered on Odessa, Florida · 28.1917, -82.5917

Ready for a Free Odessa Estimate?

On-site, itemized, no pressure. Call or use the quote form — most Odessa jobs are scheduled within days, and storm emergencies are dispatched 24/7.

Frequently Asked

Odessa Tree Service — Questions & Answers

Can you reach trees on large wooded Odessa and Keystone acreage?+
Yes. We run tracked equipment and a crane for back-lot and acreage work in Odessa, Keystone and Starkey Ranch, so we can remove a tree 300 feet off the road without tearing up the yard.
How much does tree removal cost in Odessa?+
Most residential removals in Odessa run $400–$2,500+ depending on height, species, access and how close the tree is to the house or power lines. Crane-assisted removals of large oaks and pines cost more. Every Holleywood estimate is free, on site, and itemized before you commit.
Do you offer 24/7 emergency tree removal in Odessa?+
Yes. Trees on homes, vehicles, driveways or power lines in Odessa get priority dispatch day or night. Call (813) 475-0994 — during named storms our crews run around the clock across Pasco County.
Are you licensed and insured to work in Odessa?+
Yes — Holleywood Tree Services LLC carries full general liability and workers' compensation coverage, and we'll send the certificate directly to you, your HOA or your insurance adjuster before work begins in Odessa.
Do you clean up and haul away debris in Odessa?+
Always. Chips, limbs and trunk wood leave with us the same day unless you want the wood kept. We rake, blow the site clean and leave your Odessa property ready to use.
Can you get equipment to a tree far back on my Odessa property?+
Usually, yes. We walk the drive and the site first to see what a truck can reach and what needs tracked equipment or a rigged carry-out instead. Long dirt drives, gates and soft ground are normal for Odessa jobs and we plan around them rather than forcing a truck down a drive that cannot take it.
Will tree work damage my well or septic system in Odessa?+
Not if we know where they are. We ask you to point out the well head and septic field location before we bring anything heavier than a chainsaw onto the property, and we route equipment and rigging around them. On unmapped older properties we treat any soft or suspicious ground as off-limits until confirmed.
Do you thin overcrowded pine stands on Odessa acreage instead of clearing them?+
Yes, and we recommend it in most cases. Removing every pine from a tight stand exposes the remaining trees to wind loads they never developed the root or trunk structure for. We select which trees come out and leave the stand's wind resistance intact.
How do you handle a leaning oak near Lake Keystone?+
We check whether the lean is old growth habit or active root failure — soil heaving, cracking or exposed roots on the uphill side are the signs of the latter. An actively failing lean near the water gets prioritized for removal before it takes a dock, fence or shed with it.
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Nearby Coverage

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Proudly serving the Greater Tampa Bay Area — Hillsborough, Pinellas, Pasco & Hernando counties.

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