Stays for 16+ guests in Clearwater & St. Pete Beach, FL
Stays for 16+ guests in Clearwater & St. Pete Beach, FL, from $109 a night. Book direct on each manager's site, no OTA fee.
Find stays in Clearwater & St. Pete Beach, FL
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Clearwater Villa Heated Pool, Golf, 4K Projector
Villa · 6 bed · 4 bath · sleeps 16
Clearwater, FL
From $341 a night
- ac
- air hockey table
- alfresco dining
- arcade machine
Exact location
Book direct on LuxEscapes US: Luxury Villas for Your Florida Getaway
Heated Pool • Hot Tub • Pickleball • Game Room
House · 6 bed · 4 bath · sleeps 16
Seminole, FL
From $375 a night
- ac
- carbon monoxide detector
- coffee maker
- cooking basics
Exact location
Book direct on Family Vacation Rentals in Florida & the Mountains
Lux Lakeside Villa with Heated Pool, Golf, Firepit
Villa · 7 bed · 5 bath · sleeps 16
Dunedin, FL
From $499 a night
- ac
- alfresco dining
- babysitter recommendations
- baking sheet
Exact location
Book direct on LuxEscapes US: Luxury Villas for Your Florida Getaway
Lux Villa w/heated Pool&Spa, Golf, 5 Mins to Beach
Villa · 8 bed · 7 bath · sleeps 20
Largo, FL
From $535 a night
- ac
- alfresco dining
- alfresco shower
- babysitter recommendations
Exact location
Book direct on LuxEscapes US: Luxury Villas for Your Florida Getaway
Luxury-2 Heated Pools, 2 Game Rooms, 2Blocks2Beach
House · 8 bed · 6 bath · sleeps 20
Indian Rocks Beach, FL
From $1,400 a night
Exact location
Book direct on StayDream Vacations
A Sunset Dream - Monthly Beach Rental
4 bed · 5 bath · sleeps 17
Clearwater Beach, FL
From $300 a night
- 24hr check-in
- self check in / check out
- ev car charger
- television
Exact location
Book direct on Clearwater Beach Vacation Rentals
Island Time
6 bed · 4 bath · sleeps 16
Clearwater Beach, FL
From $555 a night
- 24hr check-in
- fire extinguisher
- smoke detector
- self check in / check out
Exact location
Book direct on Clearwater Beach Vacation Rentals
Summer Breeze
7 bed · 3 bath · sleeps 20
Clearwater Beach, FL
From $611 a night
- 24hr check-in
- fire extinguisher
- smoke detector
- self check in / check out
Exact location
Book direct on Clearwater Beach Vacation Rentals
Forever Sunshine
9 bed · 5 bath · sleeps 26
Clearwater Beach, FL
From $999 a night
- 24hr check-in
- fire extinguisher
- smoke detector
- deadbolt lock
Exact location
Book direct on Clearwater Beach Vacation Rentals
Carroll Cove
House · 5 bed · 2 bath · sleeps 16
Tampa, FL
From $135 a night
Exact location
Book direct on Emperor Rentals
Kayak Tranquil Nook
House · 4 bed · 2 bath · sleeps 17
Tampa, FL
From $135 a night
Exact location
Book direct on Emperor Rentals
Columbus Tower
House · 5 bed · 4 bath · sleeps 16
Tampa, FL
From $146 a night
Exact location
Book direct on Emperor Rentals
Modern Duplex Escape
House · 6 bed · 4 bath · sleeps 20
Tampa, FL
From $162 a night
Exact location
Book direct on Emperor Rentals
Splash Shack
House · 5 bed · 3 bath · sleeps 16
Clearwater, FL
From $162 a night
Exact location
Book direct on Emperor Rentals
Sunset Serenity House
House · 5 bed · 3 bath · sleeps 16
Clearwater, FL
From $167 a night
Exact location
Book direct on Emperor Rentals
Casa Doral
House · 4 bed · 3 bath · sleeps 16
Tampa, FL
From $178 a night
Exact location
Book direct on Emperor Rentals
Opulence Suites
House · 6 bed · 6 bath · sleeps 17
Tampa, FL
From $221 a night
Exact location
Book direct on Emperor Rentals
Largo, FL Vacation Rentals: Waterfront Homes with Private Pools
House · 3 bed · 2 bath · sleeps 16
Largo, FL
From $250 a night
City-level location
Book direct on Clearwater & St. Pete Vacation Rentals with Pools
Palm Breeze Getaway Tampa
House · 5 bed · 3 bath · sleeps 16
Tampa, FL
From $250 a night
Exact location
Book direct on STR Rocks
The Grand Oasis
House · 4 bed · 3 bath · sleeps 16
Tampa, FL
From $270 a night
Exact location
Book direct on Emperor Rentals
Casa Lumina
House · 6 bed · 7.5 bath · sleeps 16
FL
From $276 a night
Exact location
Book direct on Emperor Rentals
Casa Lumina
House · 7 bed · 8 bath · sleeps 18
FL
From $293 a night
Exact location
Book direct on Emperor Rentals
Casa Lumina
House · 8 bed · 7.5 bath · sleeps 20
FL
From $324 a night
Exact location
Book direct on Emperor Rentals
Apollo Dream Stay
House · 6 bed · 7 bath · sleeps 16
Apollo Beach, FL
From $373 a night
Exact location
Book direct on Emperor Rentals
Casa Doble On Columbus - Tampa
Townhome · 6 bed · 4 bath · sleeps 24
Tampa
From $400 a night
Exact location
Book direct on LACASA
Casita on Fifth – Entire Casita
Townhome · 5 bed · 5 bath · sleeps 16
Tampa
From $599 a night
Exact location
Book direct on Casita on Fifth
Luxe Villa • Pool&Spa • Sauna • Games • Sleeps 20+
Villa · 6 bed · 4 bath · sleeps 20
Tampa
From $699 a night
Exact location
Book direct on Your Florida Vacations
Lakeside Luxe Retreat | Pool, Hot Tub & Game Suite Escape | Sleeps 20
House · 5 bed · 3 bath · sleeps 20
Tampa
From $725 a night
Exact location
Book direct on Your Florida Vacations
Luxe Villa • Pool • Spa • Fire Pit • Games & More!
Villa · 6 bed · 3 bath · sleeps 19
Tampa
From $785 a night
Exact location
Book direct on Your Florida Vacations
Great Lake Getaway|Pool|HotTub|Gamesuite|Sleeps 20
House · 5 bed · 3 bath · sleeps 20
Tampa
From $800 a night
Exact location
Book direct on Your Florida Vacations
TPA Modern Oasis • Pool+Spa • GameRoom • Sleeps 16
House · 4 bed · 3 bath · sleeps 16
Tampa
From $800 a night
Exact location
Book direct on Your Florida Vacations
The Pine & Palms: Indian Rocks Beach private luxury resort
House · 7 bed · 5 bath · sleeps 18
Largo
From $851 a night
Exact location
Book direct on McCormick Vacation Rentals
Private Pool, Pickleball & Game Room | Near Beach
Beach house · 5 bed · 2 bath · sleeps 16
Largo
From $1,000 a night
Exact location
Book direct on McCormick Vacation Rentals
Haven Beach Cottage Resort | 6BR/4BA Historic Retreat • Steps to Sand
House · 6 bed · 4 bath · sleeps 16
Indian Rocks Beach
From $1,079 a night
Exact location
Book direct on irbcottage.com
Luxury Retreat • Pool • Spa • Sauna • Sleeps 20+
House · 6 bed · 4 bath · sleeps 20
Tampa
From $1,200 a night
Exact location
Book direct on Your Florida Vacations
10BR St. Pete Group Getaway | 2 Homes | Sleeps 20
House · 10 bed · 6 bath · sleeps 20
St. Petersburg
From $1,395 a night
Exact location
Book direct on St. Pete Vacation Rentals
Insta-Worthy Villa • Pool+Spa • Sleeps 16+
Villa · 6 bed · 3 bath · sleeps 16
Tampa
From $1,399 a night
Exact location
Book direct on Your Florida Vacations
Group Retreat Paradise | Stylish 8BR Beach Oasis
Apartment · 8 bed · 4 bath · sleeps 18
Clearwater
From $1,400 a night
Exact location
Book direct on Monaco
Twin Villa Estate • 11BR • 2 Pools • Sleeps 30+
Villa · 11 bed · 5 bath · sleeps 30
Tampa
From $1,599 a night
Exact location
Book direct on Your Florida Vacations
Casa Doble On Columbus - Tampa
Townhome · 6 bed · 4 bath · sleeps 24
Tampa
From $400 a night
Exact location
Book direct on CAYA Vacation Rentals
The Belleair Estate
Villa · 5 bed · 4 bath · sleeps 16
Clearwater
From $500 a night
Exact location
Book direct on CAYA Vacation Rentals
Casa Doble On Columbus - Tampa
Townhome · 4 bath · sleeps 24
Tampa
From $400 a night
Exact location
Book direct on CAYA Vacation Rentals
The Belleair Estate
Villa · 4 bath · sleeps 16
Clearwater
From $500 a night
Exact location
Book direct on CAYA Vacation Rentals
Private Pool Vacation Rentals on Florida's Gulf Coast
House · sleeps 16
From $128 a night
Exact location
Book direct on Clearwater & St. Pete Vacation Rentals with Pools
Sugar Sands Retreat #2
Condo · sleeps 16
Indian Rocks Beach, FL
From $109 a night
City-level location
Book direct on Savvy
[TOP PlCK] Sleeps 16 / Heated Pool / Private Villa
Villa · 4 bed · 2 bath · sleeps 16
Seminole, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- dryer
Exact location
Book direct on Nightheros Rental
[5BR Family Villa] Pool + Pickleball + Game Room
Villa · 5 bed · 3 bath · sleeps 16
Tampa, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- dryer
Exact location
Book direct on Nightheros Rental
Goodtimes Waterfront
House · 5 bed · 3 bath · sleeps 16
Largo, FL
No nightly rate published
- private pool
- waterfront
- pool table
- fire pit
Exact location
Book direct on Clearwater & St. Pete Vacation Rentals with Pools
Luxury Villa - Waterfront 5BR with kayaks and hot tub
Villa · 5 bed · 3 bath · sleeps 16
Ladera Ranch, CA
No nightly rate published
- air conditioning
- bathtub
- bbq grill
- bed linens
Exact location
Book direct on Prime Vacation Rentals Across the U.S. & Hawaii
The Bungalows - Suites 1-5
Bungalow · 1 bed
Treasure Island, FL
No nightly rate published
- adventure
- air conditioning
- bbq area
- beach
Exact location
Book direct on Resort Rentals Vacation Condos on St Pete Beach, Florida
The Blue Flamingo
4 bed · 4 bath · sleeps 22
Clearwater Beach, FL
No nightly rate published
- 24hr check-in
- carbon monoxide detector
- fire extinguisher
- smoke detector
Exact location
Book direct on Clearwater Beach Vacation Rentals
Gulfside Retreat Big Family Near Clearwater StPete
House · 5 bed · 3 bath · sleeps 16
Seminole, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- dryer
Exact location
Book direct on Dive Into Your Tropical Getaway!
Private Cabana, Heated Pool, Pickleball, Karaoke
House · 8 bed · 3 bath · sleeps 16
Largo, FL
No nightly rate published
- air conditioning
- dishes and silverware
- dryer in the unit, free
- hair dryer
Exact location
Book direct on Our Unique Homes
Retreat·HEATED pool·secret Gamerm·Minigolf·Hottub
House · 5 bed · 3 bath · sleeps 22
Hottub Seminole, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- dryer in the unit, free
Exact location
Book direct on Tropical Retreats & Lakeside Magic in Blue Ridge GA, St. Pete FL, and Gold Bar WA
[NEW] 6BR Pool Villa | Sleeps 16 | Near Downtown
Villa · 6 bed · 3 bath · sleeps 16
Tampa, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- dryer
Exact location
Book direct on Nightheros Rental
[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna
Villa · 5 bed · 5 bath · sleeps 16
Seminole, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- dryer
Exact location
Book direct on Nightheros Rental
Terrace Treasure
Villa · 6 bed · 3 bath · sleeps 16
FL
No nightly rate published
Exact location
Book direct on Emperor Rentals
Hidden Ridge – Nashville, TN
House · 7 bed · 4.5 bath · sleeps 17
Tampa, FL
No nightly rate published
City-level location
Book direct on Short-Term Vacation Rentals At I BID BNB Property
2 Modern Luxe Villas • 12 Bedrooms • Sleeps 40+
Villa · 12 bed · 8 bath · sleeps 40
Tampa
No nightly rate published
Exact location
Book direct on Your Florida Vacations
6BR Clearwater Gem Heated Pool Mini Golf sleeps 20
Villa · 6 bed · 6 bath · sleeps 20
Clearwater, FL
No nightly rate published
Exact location
Book direct on Dive Into Your Tropical Getaway!
These are the cheapest; there are more. Narrow by facet above, or ask an agent through https://otaless.com/mcp.
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How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-31 08:19 UTC. Prices and facts are whatever the manager published on their own site.