Serving Odessa · Pasco County
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.
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.



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.
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.
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.
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.
When we schedule what, based on Odessa soil, storm exposure and access conditions.
| Window | Focus | Why then |
|---|---|---|
| January – March | Canopy thinning and structural oak work | Dry 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 – May | Pre-storm reduction and drive-line clearance | We 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 – September | Emergency response and palm trimming | Peak 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 – December | Perimeter walkthroughs and stump grinding | We 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. |
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.
Keystone · Starkey Ranch · Ashley Lakes · Eagles Nest · Lake Keystone · Steeplechase · Wyndgate
Centered on Odessa, Florida · 28.1917, -82.5917
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.
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