Holiday rentals near Tails and Scales Charters
We found 4,906 holiday rentals — enter your dates for availability
Take a look at holiday rentals near Tails and Scales Charters that can be your home away from home. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, including Wi-Fi and parking. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Tails and Scales Charters
Showing deals for:19 Sept - 26 Sept
Image gallery for The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock
1010 out of 10 rating
Exceptional
(81 reviews)
The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock
Captiva, FL
8% off
Price is AU$11,652
AU$11,652
AU$1,665 per night
includes taxes & fees
Image gallery for Waterfront! Immaculate & Serene 3/2 Heated pool at home on saltwater sailboat canal
1010 out of 10 rating
Exceptional
(58 reviews)
Waterfront! Immaculate & Serene 3/2 Heated pool at home on saltwater sailboat canal
Port Charlotte, FL
8% off
Price is AU$3,213
AU$3,213
AU$459 per night
includes taxes & fees
Image gallery for SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
1010 out of 10 rating
Exceptional
(6 reviews)
SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
Captiva, FL
8% off
Price is AU$8,888
AU$8,888
AU$1,270 per night
includes taxes & fees
Image gallery for Paradise Found-private heated pool & spa oasis close to the beach
1010 out of 10 rating
Exceptional
(42 reviews)
Paradise Found-private heated pool & spa oasis close to the beach
Venice, FL
7% off
Price is AU$4,001
AU$4,001
AU$572 per night
includes taxes & fees
Image gallery for TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
1010 out of 10 rating
Exceptional
(47 reviews)
TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
Captiva, FL
7% off
Price is AU$6,148
AU$6,148
AU$878 per night
includes taxes & fees
Image gallery for SUN, FUN AND RELAX IN THIS BEAUTIFUL PRIVATE POOL HOME
9.69.6 out of 10 rating
Exceptional
(104 reviews)
SUN, FUN AND RELAX IN THIS BEAUTIFUL PRIVATE POOL HOME
Venice, FL
12% off
Price is AU$3,652
AU$3,652
AU$522 per night
includes taxes & fees
Image gallery for Special:10-15% Discount! Book 2025 w/private pool, elevator, ocean view!
1010 out of 10 rating
Exceptional
(11 reviews)
Special:10-15% Discount! Book 2025 w/private pool, elevator, ocean view!
Captiva, FL
10% off
Price is AU$7,329
AU$7,329
AU$1,047 per night
includes taxes & fees
Image gallery for Relaxing in Rotonda Poolside. Saltwater heated Pool with new screened lanai.
1010 out of 10 rating
Exceptional
(16 reviews)
Relaxing in Rotonda Poolside. Saltwater heated Pool with new screened lanai.
Rotonda West, FL
10% off
Price is AU$3,125
AU$3,125
AU$446 per night
includes taxes & fees
Image gallery for Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit
1010 out of 10 rating
Exceptional
(66 reviews)
Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit
Englewood, FL
7% off
Price is AU$4,547
AU$4,547
AU$650 per night
includes taxes & fees
Image gallery for Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
1010 out of 10 rating
Exceptional
(33 reviews)
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Englewood, FL
8% off
Price is AU$6,482
AU$6,482
AU$926 per night
includes taxes & fees
Image gallery for Vacation in Paradise on the Canal w/Heated Pool and minutes to the Beach!!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Vacation in Paradise on the Canal w/Heated Pool and minutes to the Beach!!
Rotonda West, FL
7% off
Price is AU$2,284
AU$2,284
AU$326 per night
includes taxes & fees
Image gallery for Spectacular Waterfront Home with Pool and Dock
1010 out of 10 rating
Exceptional
(54 reviews)
Spectacular Waterfront Home with Pool and Dock
Port Charlotte, FL
7% off
Price is AU$3,071
AU$3,071
AU$439 per night
includes taxes & fees
Image gallery for South Florida Heaven! Private Pool! 3BD 2BA! Pets OK! 20 minutes to the beach!
8.68.6 out of 10 rating
Excellent
(14 reviews)
South Florida Heaven! Private Pool! 3BD 2BA! Pets OK! 20 minutes to the beach!
North Port, FL
7% off
Price is AU$2,486
AU$2,486
AU$355 per night
includes taxes & fees
Image gallery for Luxury fully private villa with a heated pool in North Port. (14 guests)
9.89.8 out of 10 rating
Exceptional
(75 reviews)
Luxury fully private villa with a heated pool in North Port. (14 guests)
North Port, FL
6% off
Price is AU$1,570
AU$1,570
AU$224 per night
includes taxes & fees
Image gallery for Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house
8.88.8 out of 10 rating
Excellent
(28 reviews)
Delightful 'Old Florida' Island cottage in Boca Grande with separate guest house
Boca Grande, FL
8% off
Price is AU$12,259
AU$12,259
AU$1,751 per night
includes taxes & fees
Image gallery for Walk to Beach, HEATED Pool/Spa, Screened Lanai w/everything for best vacation
1010 out of 10 rating
Exceptional
(18 reviews)
Walk to Beach, HEATED Pool/Spa, Screened Lanai w/everything for best vacation
Englewood, FL
13% off
Price is AU$4,031
AU$4,031
AU$576 per night
includes taxes & fees
Image gallery for 10 Minutes to Beach Bliss, with Heated Privet Poolside Haven!
1010 out of 10 rating
Exceptional
(10 reviews)
10 Minutes to Beach Bliss, with Heated Privet Poolside Haven!
Englewood, FL
7% off
Price is AU$3,289
AU$3,289
AU$470 per night
includes taxes & fees
Image gallery for Pool Home- 3BR 2BA House Near Beaches & all that Beautiful Venice as to offer!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Pool Home- 3BR 2BA House Near Beaches & all that Beautiful Venice as to offer!
Venice, FL
7% off
Price is AU$3,593
AU$3,593
AU$513 per night
includes taxes & fees
Image gallery for SERENITY NOW~1 Min. To BEACH!-SCREENED-IN HEATED POOL-2 Carts-4&6, Island Club
9.69.6 out of 10 rating
Exceptional
(33 reviews)
SERENITY NOW~1 Min. To BEACH!-SCREENED-IN HEATED POOL-2 Carts-4&6, Island Club
Captiva, FL
8% off
Price is AU$8,972
AU$8,972
AU$1,282 per night
includes taxes & fees
Image gallery for On the beach+pet friendly+2 paddle boards+2 kayaks+4 bikes+dock+pool+tennis
1010 out of 10 rating
Exceptional
(48 reviews)
On the beach+pet friendly+2 paddle boards+2 kayaks+4 bikes+dock+pool+tennis
Placida, FL
8% off
Price is AU$5,083
AU$5,083
AU$726 per night
includes taxes & fees
Image gallery for Modern Beach house with a great view, totally updated, private beach.
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Modern Beach house with a great view, totally updated, private beach.
Englewood, FL
8% off
Price is AU$7,536
AU$7,536
AU$1,077 per night
includes taxes & fees
Image gallery for Newly Renovated Modern Coastal Waterfront Vacation Home
1010 out of 10 rating
Exceptional
(16 reviews)
Newly Renovated Modern Coastal Waterfront Vacation Home
Punta Gorda, FL
8% off
Price is AU$2,755
AU$2,755
AU$394 per night
includes taxes & fees
Image gallery for Island Getaway, Gulf Front, Hammocks, Kayaks, 3/2, sleeps 6,thousands ft of deck
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Island Getaway, Gulf Front, Hammocks, Kayaks, 3/2, sleeps 6,thousands ft of deck
Placida, FL
8% off
Price is AU$7,789
AU$7,789
AU$1,113 per night
includes taxes & fees
Image gallery for Gorgeous waterfront home!
1010 out of 10 rating
Exceptional
(5 reviews)
Gorgeous waterfront home!
Port Charlotte, FL
7% off
Price is AU$3,010
AU$3,010
AU$430 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Tails and Scales Charters
Showing deals for: 13 Sept - 16 Sept
The Suites at Fishermen’s Village- 2 Bedroom Suites
Sleeps 4 · 2 bedrooms
9.89.8 out of 10
Exceptionalexceptional
917 reviews(917 reviews)
The current price is AU$985
AU$985
for 3 nights, 1 apartment
AU$328 per night
includes taxes & fees
Little Gasparilla Island - Gulf view, golf cart, ferry, pool, boat dock, parking
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
85 reviews(85 reviews)
The current price is AU$1,893
AU$1,893
for 3 nights, 1 apartment
AU$631 per night
includes taxes & fees
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Sleeps 4
9.49.4 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
The current price is AU$808
AU$808
for 3 nights, 1 home
AU$269 per night
includes taxes & fees
New luxury pool home, 2 min to beach, 360 water views, club available
Sleeps 19 · 7 bedrooms · 6 bathrooms
9.89.8 out of 10
Exceptionalexceptional
102 reviews(102 reviews)
The current price is AU$5,106
AU$5,106
for 3 nights, 1 home
AU$1,702 per night
includes taxes & fees
WOW! Luxury Punta Gorda waterfront home; HEATED POOL, golf community; WOW factor
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
99 reviews(99 reviews)
The current price is AU$1,538
AU$1,538
for 3 nights, 1 home
AU$513 per night
includes taxes & fees
Tropical Home nestled among the coconuts
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
103 reviews(103 reviews)
The current price is AU$1,276
AU$1,276
for 3 nights, 1 home
AU$425 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value